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UChicago Supplemental Essays 2024-25 – Prompts and Advice

July 8, 2024

UChicago has long been known for its “provocative” essay prompts, viewing them as a chance for “students to talk about themselves, their tastes, and their ambitions.” The University of Chicago admissions committee invites you to approach the UChicago supplemental essays with “utter seriousness, complete fancy, or something in between.” While writing this “uncommon essay” sounds like a real lark, we have to keep in mind the sobering facts that UChicago admits just 4% of applicants, and the mid-50% SAT range of those who enroll is 1510-1560. This level of competition places the UChicago essay prompts squarely in the spotlight.

(Want to learn more about How to Get Into UChicago? Visit our blog entitled:  How to Get Into the University of Chicago: Admissions Data and Strategies  for all of the most recent admissions data as well as tips for gaining acceptance.)

When applying to an institution like the University of Chicago that rejects 19 of every 20 applicants, you’ll need to put maximum effort into every area of the application, including the two UChicago supplemental essays. Below are UChicago’s supplemental prompts for the 2024-25 admissions cycle along with our advice for composing a winning essay.

UChicago Essay Prompts – Question 1  (Required)

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

For the absurd level of uniqueness in the prompt choices in Question #2, Question #1 is as common as they come—the good ol’ “Why Us?” essay, Chicago style!

How to write a winning “Why University of Chicago?” essay

  • Specify how you will take advantage of UChicago’s endless resources, both inside and outside of the classroom.
  • Cite specific academic programs, professors, research opportunities, internship/externship programs, study abroad programs, student-run organizations, etc.
  • Show evidence of how your past/current endeavors will carry over onto the University’s campus community.
  • Lastly, note any special talents and passions that you bring to the University of Chicago.

Examples of items to include in a “Why UChicago?” essay

Examples of items that quality “Why UChicago?” essays may touch upon include:

  • Two-thirds of UChicago professors live in Hyde Park, making for a particularly cohesive campus.
  • 80% of undergrads elect to participate in undergraduate research .
  • Additionally, the quarter system allows students to explore a greater number of courses each year in a more in-depth manner.
  • 85% of UChicago classes enroll fewer than 25 students.
  • The school has 160+ research centers, institutes, and committees.

UChicago Supplemental Essays (Continued)

  • Many students win Rhodes, Marshall, and Fulbright Scholarships after graduation.
  • The Jeff Metcalf Internship Program also offers 3,500 paid internships.
  • UChicago has 450 student organizations .
  • The university sponsors 66 study abroad programs in 31 cities ; many include chances to study with UChicago professors around the globe.

Of course, these are just a small sampling of the thousands of possible features that could be part of a successful essay, but we hope this helps your brainstorming session take flight!

Question 2: Extended Essay (Required; Choose one)

Before offering a few words about how one might address each of the following prompts, we want to stress to future UChicago applicants that there is no right way to talk about color-infused expressions, demoted planets, or Fermi estimation problems. What matters is that your response to any of the following prompts demonstrates your excellence and creativity as a writer. If the first five prompts don’t appeal to you, there is no downside in constructing your own via option #6.

University of Chicago Supplemental Essays

Essay option 1.

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents.

An applicant can quite easily take this in a very serious or seriously humorous direction. Our only suggestion is that your rule doesn’t include the phrase, “If it’s yellow, let it mellow.” Or, it can. This is the UChicago supplemental section. Anything goes. Get weird.

Essay Option 2

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older?

As with all UChicago questions, you can take this in a serious or off-the-wall direction. For example, as we get older, many of us need additional physical and/or mental support, similar to young children. Alternatively, we may adopt a “younger” attitude as we get older, perhaps not caring as much about what others think about us, or vowing to live life more spontaneously. Or, you could get a little wild and talk about how the version of yourself in any given photograph will seem younger and younger the older you get. Overall, if ruminating on Bob Dylan lyrics appeals to you, knock yourself out. If not, keep moving down the list of prompts…

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded?

A few years back, UChicago offered a prompt for imagining that the moon was made of cheese or Neptune from soap. To that prompt, we advised that it didn’t matter if you wrote about a quasar made of Jergens Enriching Shea Butter or Jupiter’s moons constructed from Bored Ape NFTs—your imagination and writing ability are what matters here. The latter half of that advice remains applicable to this prompt. There are an endless number of interesting groups that may be worth unpacking, so if you happen to have one in mind, go wild. The explanation will be far more important than the group itself.

Essay Option 4

“Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”

If you, as a ridiculously busy applicant, have time to spare, this is a pretty fun prompt to ponder. The only downside is that—since this is so specific— you may not be able to reuse your composition for any other college to which you are applying. That said, if you’ve always felt called to muse about the near-constant use of “Booyah” in the ’90s or reflect on a Spanish slang word from the 70s that your grandmother still says on a regular basis, your day has come.

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there.

This essay affords applicants a chance to flex their intellectual muscles and show off a talent for navigating complex answers. As illustrated in the built-in examples, the estimation problems may be straightforward (number of book pages in a library) or zany (total length of chalk used in a year). Your explanation of how you arrived at your answer is where the real creativity comes in.

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you elect to go with an archived prompt, you can locate some past entries around the internet such as here and here . There are also a number of past prompts listed directly on the UChicago admissions website . A good number of applicants we have worked with avail themselves of the flexibility offered by this restriction-free offering.

How important are the UChicago essay prompts?

The University of Chicago lists six factors as being “very important” to the admissions committee and the essays are among them. In addition to the essays, UChicago most heavily weighs the rigor of your secondary school record, recommendations, extracurricular activities, talent/ability, and character/personal qualities. Clearly, the Common App and supplemental essays are among the most important considerations for the University of Chicago in its decision-making process.

UChicago Supplemental Essays – Personalized Assistance

Lastly, if you are interested in working with one of College Transitions’ experienced and knowledgeable essay coaches as you craft your UChicago supplemental essays, we encourage you to get a quote  today.

Ready to start working on your essays? You might consider checking out the following:

  • Common App Essay Prompts
  • 10 Instructive Common App Essay Examples
  • College Application Essay Topics to Avoid
  • How to Brainstorm a College Essay
  • 25 Inspiring College Essay Topics
  • “Why This College?” Essay Examples
  • How to Write the Community Essay
  • College Essay

Dave Bergman

Dave has over a decade of professional experience that includes work as a teacher, high school administrator, college professor, and independent educational consultant. He is a co-author of the books The Enlightened College Applicant (Rowman & Littlefield, 2016) and Colleges Worth Your Money (Rowman & Littlefield, 2020).

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How to Write the UChicago Supplemental Essays 2024-2025

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The University of Chicago supplemental essays are designed to test your creativity, reveal your curiosities, and highlight your unique spark. Known as the quirkiest prompts on the college essay circuit, the UChicago essays strike fear into the hearts of many aspiring Chicagoans. But in reality, the UChicago supplemental essays are one of the few places in a college essay where your personality can truly shine.

UChicago campus on a fall day

There are two UChicago supplemental essays . For the first essay, you’ll select from a series of prompts created by current students or create your own. For the second essay, you’ll explain why you want to attend UChicago and feel that it’s the right school for you. This blog post will guide you through answering each prompt so that you can approach your UChicago essays with confidence.

UChicago’s 2024-2025 Prompts

Essay questions (1-2 pages).

  •  We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents. – Inspired by Ramsey Bottorff, Class of 2026

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older? – Inspired by Joshua Harris, Class of 2016

Pluto, the demoted planet. ophiuchus, the thirteenth zodiac. andy murray, the fourth to tennis’s big three. every grouping has something that doesn’t quite fit in. tell us about a group and its unofficial member, why (or why not) should it be excluded – inspired by veronica chang, class of 2022, “daddy-o”, “far out”, “gnarly”: the list of slang terms goes on and on. sadly, most of these aren’t so “fly” anymore – “as if” name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.” – inspired by napat sakdibhornssup, class of 2028, how many piano tuners are there in chicago what is the total length of chalk used by uchicago professors in a year how many pages of books are in the regenstein library these questions are among a class of estimation problems named after university of chicago physicist enrico fermi. create your own fermi estimation problem, give it your best answer, and show us how you got there. – inspired by malhar manek, class of 2028, and, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun, “why uchicago” essay (1-2 pages), how does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago., we’ll review your essay.

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General Tips

We need to address the elephant in the room. The UChicago supplemental essays do not have a word limit. Instead, you need to upload a document for each question with a 1-2 page answer. This raises a lot of questions for students. Is the page double- or single-spaced? Or 1.5-spaced? Times New Roman font or Comic Sans? How big should the margins be?

Relax. Unless formatting is essential to your essay in some way, just keep your margins, spacing, and font standard. Double-spaced is generally advised. Again, unless your formatting is part of the essay itself, you’ll want to make it so ordinary that it isn’t noticed.

Essay Questions

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed” or “tickled orange” give an old color-infused expression a new hue and tell us what it represents. – inspired by ramsey bottorff, class of 2026.

This prompt gives you the opportunity to flex your creative muscles and write about something meaningful to you. If you’re looking to bring out your imagination in your supplemental essays, then this prompt might be the right one for you.

Consider the topics that you might generally want to write about in your UChicago supplemental essays, and then think about how those topics could fit into this prompt. Because the prompt is open-ended, you could likely take your re-interpretation of an expression in any direction that feels important to you. Feel free to get personal in this essay, discuss your values, and/or infuse your unique sense of humor.

Here are some expressions you could put your own spin on:

  • black and blue
  • black and white
  • have a green thumb
  • out of the blue
  • rose-tinted glasses
  • whitewashed
  • the grass is always greener

If none of these examples inspire you, keep researching! This is by no means an exhaustive list.

This seemingly oxymoronic phrase has poignant implications about maturity, self-awareness, worldviews, and more. In this essay, you can write broadly and philosophically, but you might be more successful grounding your ideas in personal experiences and concrete details. Although this prompt doesn’t ask about your personal experiences, it can be difficult to generalize about “our” experiences with aging. In other words, because everyone has a different relationship with aging, you risk making too many assumptions about others’ lives if you don’t focus this essay on your own, or the life experiences of people you’re close with, such as your parents or grandparents.

Consider the ways you’ve embraced your inner child as you’ve grown older. Did you reject toys at age 10 in order to seem less like a child, only to enter into a LEGO phase at 17? Have you been rocking out to the Wiggles lately, or found that you’re most joyful when watching YouTube with your five-year-old brother? Identifying the ways you’re currently in touch with your youthful energy can help you work backward to describe the experiences that have brought you to where you are today.

And, of course, if you wish to focus this essay on someone else or on a group of people, you can use the same strategies outlined above to write about their experiences. Just be sure you have their consent and insights before embarking on this essay.

This prompt gives you the opportunity to dive into a unique interest of yours, and/or explore a personal experience you’ve had. For instance, if you’re a politics buff, maybe you’d like to write about how Switzerland is an unofficial member of the European Union. If you love music, maybe you’ve been thinking about how the Rolling Stones should really just call Darryl Jones an official member by now. Whatever interests you have, you can likely find an unofficial member to write about. Just remember to clarify any context that your reader, who doesn’t necessarily share your interest, will need to follow along with your argument.

Alternatively, you can write about your personal experiences. Perhaps you were the unofficial member of a sports team or social clique, and this affected your self-esteem or social status at school. Writing about these experiences requires vulnerability, but you have a chance to share your unique personality and background with the reader. If you choose to go this route, just remember to use specific details. Doing so will help your essay feel vivid and personal to the reader.

Language is a playground for meaning and ideas. This essay prompt gives you the opportunity to explore whatever linguistic ideas and meanings that speak to you. When you select your slang term of choice, be sure to consider its cultural and historical implications. Who originated this term, and why? What was the context of the term’s origins and usage? And, if applicable, how did the term’s meaning or impact change? Even if these details don’t make it into the essay, they will be helpful for you as you frame your the story you want to tell.

A key part of this essay will be your explanation of why you think this language should come back into fashion. Although you can make a light-hearted argument here, your essay may benefit from some more serious reasons as well. What does this term add to language? Consider how communication might change if this term were reintroduced. And remember, the slang term that you choose need not be in English!

This question may speak to mathematically minded applicants, or students with very active imaginations. That said, if you are not mathematically minded, you can still choose this prompt if the challenge of it attracts you. Just do your research thoroughly, ask your math teacher for help if you need to, and you’ll be fine! Note that the prompt says “give it your best answer.” That doesn’t mean the “right” or “definitive” answer. Revealing your willingness to challenge yourself, even if you can’t succeed, is admirable.

When the admissions team asks this question, they are hoping to see you as an applicant in a new or more nuanced light than is permitted by the rest of your application materials. Thus, think about the strengths you possess that the rest of your application doesn’t express. Do you have an analytical mind, a creative spirit, or an expansive imagination? Consider the topics that you are especially interested in. Are there mathematical questions underpinning aspects of this topic? In other words, you can use this prompt as an opportunity to dive more deeply into an existing interest of yours as well as share that interest with the admissions team at UChicago.

Like the open-ended Common App essay question , this prompt presents both opportunities and challenges. Unlike the rest of the UChicago supplemental essays, this prompt doesn’t require you to discuss anything in particular. That said, like the rest of the prompts, you can and should still focus on yourself, your interests, your background, your worldviews, your opinions, and so on. Remember, your college application is the opportunity to show who you are to an admissions team so that they’ll fall in love with you as a thinker and human being, and then admit you to their prestigious academic institution. Thus, your supplemental essays should ultimately function in service of that goal.

Note that this prompt gives you the opportunity to dive into past UChicago supplemental essays , if any of those speak to you. Therefore, if none of the prompts officially set for this year’s applicants feel fitting for you, but you’d still like a bit of structure when approaching this essay, you can read through past prompts to see if you can find inspiration in one of them instead.

Regardless of what approach you take when writing this essay, remember to keep things organized. The hardest part about writing an essay without a prompt is staying on topic. Pick your topic, identify the message you’d like to communicate to the reader, and/or outline your intentions for the essay. It’s essential that either before or after you draft this essay, you organize it. The essay can be about anything you like, but it must say something specific and meaningful, and it should be cohesive. But don’t afraid to be bold!

“Why UChicago?” Essay

Like many colleges and universities, UChicago’s admissions officers want to know why you specifically want to attend UChicago. What programs, courses, professors, clubs, or opportunities are available to you only at UChicago? What aspects of the campus culture speak to you? Why do you see yourself as a part of UChicago’s community?

Note that prompt’s emphasis on specificity. Use concrete details and sentences which could apply to no other institution than UChicago. Indicate how your unique future plans would be best served by learning and studying at UChicago. If you’re stuck, read through their website, watch videos about UChicago, and visit the campus if you’re able. Good luck!

If you need help polishing up your UChicago supplemental essays, check out our College Essay Review service. You can receive detailed feedback from Ivy League consultants in as little as 24 hours.

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The 7 UChicago 2024-2025 Essay Prompts: How to Write Stellar Responses

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College Essays

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The University of Chicago is famous for its unique essay topics. They're some of the most creative and off-the-wall essay prompts you'll see when applying to colleges, and it can sometimes be confusing to know how to tackle them.

What should you write about in your UChicago essays? How can you show that you're intelligent, creative, and worthy of a place at their school? As someone who spent a long time on my UChicago essays (and who got accepted into the school), I've figured out exactly what UChicago is looking for in these essays.

 Read on to learn all about the UChicago essays, what the admissions team expects to see in your responses, what topics you should write about, and which topics you should avoid. In this guide, we also suggest sample essay ideas for each of the 2024/2025 UChicago supplement essay prompts and analyze past University of Chicago essay samples so you can see what a great UChicago essay looks like.

What Are the UChicago Essays?

Before you can begin figuring out how you'll write your UChicago essays, you should know which prompts you'll be seeing and the rules for each one. You'll need to write two essays, and the UChicago essay prompts you must answer are commonly referred to as Question 1 and Question 2.

Question 1: Why UChicago?

The Question 1 prompt is the only UChicago supplement essay that stays the same each year, and it's also the only prompt that all applicants must answer (for Question 2 you'll have multiple prompts to choose from).

For this question, you'll need to write an essay that explains why you want to attend the University of Chicago and why you think the school is a good fit for you and your goals. UChicago doesn't have strict word limits for essays, but they suggest a response of 1-2 pages.

Here's the prompt:

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

The nice part about this prompt is that it's a pretty standard "why this school" essay . And luckily for you, we have a complete guide that walks you through how to knock this type of essay out of the park.

Want to build the best possible college application?   We can help.   PrepScholar Admissions combines world-class admissions counselors with our data-driven, proprietary admissions strategies. We've guided thousands of students to get into their top choice schools, from state colleges to the Ivy League. We know what kinds of students colleges want to admit and are driven to get you admitted to your dream schools. Learn more about PrepScholar Admissions to maximize your chance of getting in:

Question 2: Extended Essay

For Question 2, you have a choice of six essay prompts, and you'll choose the one you want to respond to. The essay prompts for this question change every year, and while there are always around six prompts, some years there may be one more or one less to choose from.

These are the more unique and offbeat essay prompts that UChicago is known for. Many of them were created by UChicago alumni and current students. Again, UChicago asks you submit a response 1-2 pages long.

Below are the essay prompts for the 2024/2025 school year.

Essay Option 2: “Ah, but I was so much older then / I'm younger than that now” – Bob Dylan. In what ways do we become younger as we get older? – Inspired by Joshua Harris, Class of 2016 

Essay Option 3: Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis's Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded? – Inspired by Veronica Chang, Class of 2022 

Essay Option 4: "Daddy-o", "Far Out", "Gnarly": the list of slang terms goes on and on. Sadly, most of these aren’t so "fly" anymore – “as if!” Name an outdated slang from any decade or language that you'd bring back and explain why you totally “dig it.” – Inspired by Napat Sakdibhornssup, Class of 2028

Essay Option 5: How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there. – Inspired by Malhar Manek, Class of 2028

Essay Option 6: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

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The world is your oyster when it comes to answering UChicago essay prompts.

How to Answer the University of Chicago Essay Prompts

In this section, we explain what UChicago wants to see in your essays, give ideas for topics to write about for each of the essays, and discuss topics you are better off avoiding.

For this University of Chicago supplement essay, UChicago wants to know why you want to attend their school, what you hope to get out of attending, and how University of Chicago will help you achieve their goals. Basically, they want to know why you think their school is a better fit for you than all the other schools out there. For more analysis of this essay, check out our in-depth guide to the Why UChicago essay .

What Do They Want to See in Your Response?

The "why our school?" is probably the most common essay prompt you'll see on college applications. Why do schools, including UChicago, ask this question?

UChicago wants to first see that you really want to go to their school. Students who love a school are more likely to accept an offer of admission and attend it, and they are more likely to be committed to their studies, participate in extracurriculars, and give back after they graduate. Your passion for UChicago should be shining through in this essay.

Next, UChicago wants to see that you've done your research on their school and have an idea of what opportunities you want to take advantage of while there. You can do this by mentioning specific things you like about UChicago or that you plan to take advantage of as a student there. Potential things to discuss include professors you admire or are interested in working with, specific classes you want to take, and extracurriculars you want to participate in.

Finally, UChicago wants to see that you are a good match for their school. Your essay should explain how you'll make the best use of what UChicago offers, how your strengths match the opportunities they provide, and how UChicago will help you reach your goals for the future.

Potential Topics to Write About

There are many ways you could approach this essay prompt; although since UChicago is best known for its academics (as opposed to killer sports teams, for example), most people will discuss the academic side for at least part of their response. Below is a list of possible topics; most people will discuss one to three topics in their essay.

  • Majors or classes you're especially interested in
  • UChicago's core curriculum
  • Professors whose work you admire and whom you'd like to study with or conduct research with
  • Unique events like Scav and Kuviasungnerk/Kangeiko
  • Research opportunities you'd like to have
  • University of Chicago students you've met who you admire
  • Volunteer opportunities
  • Financial aid opportunities UChicago offers that make it possible for you to attend

Topics to Avoid

The key here is to avoid generic topics that could apply to practically any school or any student. You want it to be clear in your response what opportunities the University of Chicago offers you that no other school does and how you're going to make use of them. Topics that won't show this include discussing:

  • How pretty the campus is
  • Chicago weather
  • The food on campus
  • Where UChicago places on college ranking lists
  • Your future major and career path without connecting it back to what UChicago offers
  • Bashing other schools

The extended essay is when you can get especially creative. These prompts require you to move outside your comfort zone of typical essay topics and answer in a way that gives readers insight into who you are and what you care about. Remember: Question 2 is required, but you have six different prompts to choose from for this essay response.

Your response to Question 1 is meant to show what you like about UChicago and how you’re going to make the most of the opportunities it offers. Question 2 is less about UChicago and more about you. The admissions team wants to see who you are and what's important to you. Three main things they'd like to see in your essay response are:

  • Your personality
  • Your thirst for knowledge

Who are you? What have been the important events in your life? What kind of person are you? What do you love learning about? These are the questions UChicago wants you to answer. They want to know what's important to you, what events from your past shaped you, what kind of person you are now, and what you want to accomplish in the future. 

UChicago is particularly interested in students who love learning and have a lot of interests in different fields and topics. A mathematician who also does ballet? A creative writing major who started her own business? Bring it on! Make sure to show your love for learning in your essay.

Your passions and goals don't always need to be lofty though; in the second example essay below you can see how the writer took a quirky interest and managed to connect it to larger ideas. If you can connect one of your pet passions to an essay topic, do so!

The great thing about these UChicago essay prompts is you can write about almost anything you want to since they're so different from each other and give you lots of chances to be creative. And you can tackle it from any angle you want. On their website , UChicago states that "[This essay] can be approached with utter seriousness, complete fancy, or something in between." Just remember, you want this essay to give UChicago a good idea of the type of person you are and what's important to you.

Essay Option 1

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents.

You can let your imagination run wild with this prompt. Think of an expression that includes a color that isn't one of those mentioned in the prompt. Spend some time on this! For this prompt, UChicago wants to see how imaginative you can be, but the most important part of this essay is justifying what your new expression means and why it matters.

Make your response as wacky and original as you like, but remember to tie it back to yourself and your interests . For instance, instead of "seeing red" you could change the expression to "seeing lavender." This could mean, instead of the anger that accompanies seeing red, seeing lavender is when you're purposefully calm and thoughtful about things. 

For example, you might be "seeing lavender" whenever you do your daily meditation, or go for a nature walk, or get into a flow state when painting, coding, or working through geometric proofs.  Weaving your story into your essay will show UChicago that you’re creative and intellectually curious, two characteristics they love to see in applicants.

Essay Option 2

"Ah, but I was so much older then / I'm younger than that now” – Bob Dylan. In what ways do we become younger as we get older?

This is a classic UChicago question that allows you to answer the question literally...or not. (The year I applied, the version of this question was "Describe your table.") If you choose to answer this question literally, you could discuss having a greater appreciation for simple pleasures than you did when you were younger. For example, that you eat ice cream for breakfast more now than you ever did as a kid because there's no one to stop you. Be sure to use specific examples and tie them back to who you are as a person and what your values are.

Or (as always with UChicago essays), you can take it in a totally unexpected direction. This prompt is a chance to put your interpretive and reasoning skills into action. In fact, you could almost think of it like a riddle, except that the answer is anything that you can come up with and justify.

A less literal interpretation could discuss how, as we get older, we build a time capsule inside ourselves full of memories that we can visit at any time which allows us to return to whatever age we like. 

You get the idea. Whatever question you choose, don’t worry too much about having a great answer for it; the idea is to find a context for the question that is meaningful to you and relates to your interests , which will give UChicago insight into your values and personality, two things they want to see in these essays!

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis's Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded?

There are a lot of ways to tackle this prompt. All you need to do is choose a group and discuss which of its members doesn't fit in. Again, spend some time deciding on an option you can write thoughtfully about. Are you a movie buff who hates  The Godfather Part III?  A Harry Potter fan who has never understood why Slytherin still exists? Maybe you've just never understood why boredom is considered as bad as the other deadly sins?

What U Chicago is looking for here is your creativity as well as your interests/values.  If you chose  The Godfather  movies as your grouping, you could discuss how important good writing is to you and how The Godfather Part III  didn't match the heights achieved by its two predecessors. You could then tie that into being, say, a future English major and how effective writing has impacted your life and your career decisions.

If you chose to discuss why boredom shouldn't be considered one of the seven deadly sins, you could discuss times being bored have helped you achieve breakthroughs in life: maybe they taught you how to create your own fun, or reflect on your future.

Essay Option 4

"Daddy-o", "Far Out", "Gnarly": the list of slang terms goes on and on. Sadly, most of these aren’t so "fly" anymore – “as if!” Name an outdated slang from any decade or language that you'd bring back and explain why you totally “dig it.”

This is a classic off-the-wall UChicago prompt. If you choose to answer it, you'll give your best defense to a slang word or phrase that's no longer in style. An interesting aspect is that the slang can be in any language. So if you strongly feel that the French need to bring back saying "Zut alors!" this is your chance to make your case.

As with the other prompts, the specific slang you choose doesn't matter (as long as it's not offensive); it's your explanation of why it's meaningful to you. For such a quirky prompt like this, it's easy to get carried away with humor or cleverness and make an argument that's very interesting but doesn't actually give UChicago insight about yourself. By all means, choose any obscure slang you'd like, but make sure that, when you describe why you like it, that you're giving insight into your personality, interests, experiences, and/or values.

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there.

This prompt is your chance to be more overtly academic in your response . In choosing and working through a Fermi estimation problem, you’ll be able to show your interest in any topic like history, art, economics, science, etc. 

Coming up with an accurate estimate may seem like the most intimidating part of the prompt, but it's actually the least important part. UChicago is much more interested in  how  you came up with your estimate than how accurate it is. That means you'll need to explain your train of thought clearly and thoroughly. 

For example, say you decide to estimate how many drops of rain fall on Lake Michigan each year. A logical first step would be learning the surface area of Lake Michigan. You'd then need to find the annual rainfall in the area. After that, you'd calculate the volume of rainfall that actually falls on the lake, such as by multiplying the lake's surface area by the rainfall depth. You'd then need to convert that value to drops of water, and you'd have your answer.

UChicago wants to see your logic and reasoning skills here , so break the problem down into as many steps as you need and clearly explain how any why you completed each step.

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you aren't feeling any of the other five optional prompts, you can respond to this one, which asks you to choose and respond to a past UChicago optional essay prompt, or write and respond to your own prompt. With either option, you'll want to consider your identity, interests, strengths, and goals, and let those factors inform which prompt you choose, how you write your own prompt, and how you craft your response.

You may not feel up to the task of writing your own prompt, but you might like the idea of tracking down an old prompt that catches your eye. Read through the past prompts and consider which one will allow you to play to your strengths . If there's a particular experience or skill that you want to showcase in your response, select a prompt that is conducive to that.

Alternatively, if there's a specific experience you want to write about, you can write your own prompt and respond to it. To write your prompt, use the tone and structure of the existing UChicago prompts as a guide. It'll probably come as no surprise that your original prompt should fit right in with the ones provided on the application. This means you might have to be a little goofy, cryptic, or risky...and that's a good thing!

Though this option allows you to write your own prompt if you so choose, it's important to remember that your response to the prompt should still focus on showcasing who you are , what strengths you will bring to UChicago as a student, and why UChicago is the perfect place for you. Don't get too carried away trying to impress admissions with punny phrases or cryptic logic; be authentic, be bold, and be you.

Some people shy away from this prompt because they feel like it's "cheating" or less impressive to not follow one of the specific prompts that UChicago gives. However, this isn't true! As long as you write a compelling essay that gives readers a better insight into who you are, your essay will strengthen your application. For what it's worth, when I applied to UChicago, this is the prompt I chose, and I was still accepted to the school.

UChicago wants you to be creative here, so there aren't many topics that are off limits. However, you're trying to convince them that you'd be a great and interesting student to add to their school, so make sure you use your essay to show who you are and why UChicago would want to admit you.

This means you should avoid responses that don't give readers a good idea of who you are. For example, if you choose essay option 1, don't just state that “taco cat” is funny because it reminds you of your favorite meme. Instead, tie it back to yourself and your life by explaining its relevance, like making tacos with your abuela and fending off the family cat’s attempts to steal tacos. 

Because these prompts are creative, it can be easy to run away with them, but always remember to answer the prompt completely and give UChicago better insight into who you are.

Additionally, don't feel that certain University of Chicago essay prompts are "better" or more impressive than others . UChicago wouldn't have chosen these essay topics if they didn't think applicants could write outstanding responses to them, so please choose the prompt that you feel you can write the best essay for.

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University of Chicago Essay Examples

In this section are two University of Chicago essay examples, each written by an accepted applicant.

Below each UChicago supplement essay we discuss what makes the essay work so well.

Dear University of Chicago,

And now you inquire as to my wishes? They're simple, accept me for who I am! Why can't you just love and not ask why? Not ask about my assets or my past? I'm living in the now, I'm waiting for you to catch up, but you're too caught up in my past, I offer us a future together, not a past to dwell upon. Whenever I'm around you, I just get that tingle deep inside me that tells me you're the one; you have that air of brilliance and ingenuity that I crave in a person, you're so mature and sophisticated, originality is really your strongest and most admirable trait. I wish we could be together, I still think in my heart of hearts we were meant to be, but you have to meet me halfway, dear. I'm on one knee here with tears welling up in my eyes, the fireworks are timed and ready to light up the night sky for you, just say 'I accept...you.'

Why Does This Essay Work?

  • Creative take on a standard prompt: The writer chose a very unique angle for this essay: comparing the University of Chicago to a lover. He's probably the first applicant to answer the essay prompt this way, which definitely makes this a memorable essay. In fact, UChicago loved this essay so much that they mailed it out to thousands of potential applicants (which actually got them a bit of backlash ). You absolutely don't have to take as unique an approach to this essay as the above writer did, but doing so can definitely help your essay stand out.
  • It answers the entire prompt: Even though this is an unusual essay, the writer still manages to answer everything the prompt asks for. He mentions his goal for the future (to become a lawyer), mentions varied interests he has (the Gothic era, the philosopher Kierkegaard), and explains what he likes about UChicago (the brilliance, ingenuity, and originality the school offers). He even manages to mention that he visited campus three times, which shows a serious interest in the school. If you choose to write an especially offbeat essay, it's key to do what this essay did and still answer the prompt while being creative.

This essay is from several years ago, so it doesn't use a current prompt, but it's still helpful to read and analyze.

Share with us a few of your favorite books, poems, authors, films, plays, pieces of music, musicians, performers, paintings, artists, blogs, magazines, or newspapers. Feel free to touch on one, some, or all of the categories listed, or add a category of your own.

Now let's take a look at the successful essay:

The Illuminati changed my life. Three years ago, I found my first ambigram in one of my favorite novels, Angels and Demons by Dan Brown. I turned the page, and there it was: the word "Illuminati" printed into the exact center of the book. It was styled like a newspaper masthead, exquisite and complex, yet oddly symmetric. Curious, I rotated the book upside-down.

Impossibly, the inverted word was still "Illuminati." Gazing closer, I realized that the letters, I-L-L-U-M, actually shaped into a flipped I-N-A-T-I. Suddenly, I was reading it in both directions. My eyes waltzed along the broad curves and sharp twists of the calligraphy, striking poses in a glamorous font against a sheet of creamy whiteness, sliding between the dense vertical strokes, peering at the edge of the defined serif as it angled away, then bent boldly toward me. Every line was deliberate, every flourish smiling with purpose, and the whole word balanced on the delicate cord that joined two letters into one. It was unforgettable.

Ambigrams are words that can be read from different directions. Actually, "ambigram" is an umbrella term that encompasses dozens of distinct types of visual wordplay. The most popular ones are rotational, mirror image, and-my personal favorites-symbiotic ambigrams, which can spell two different things when viewed normally and upside-down.

Compelled by the striking art, I could not help but try my own hand at designing ambigrams, and slowly I felt the pitiful stick-figure artist inside me shrink away as my inner energetic graphic designer sprang up. Before early volleyball tournaments, I work myself up by filling up pages and pages of experimental letter combinations, gleefully satisfied at the way that a rounded lowercase "a" was a perfect upside-down lowercase "e." In my AP Literature class, I drew "She's a witch!" which revealed, when flipped, "Communist" to reflect Arthur Miller's contemporary motives for writing The Crucible. On a challenge from a friend, I even drew an ambigram of "Jay-Z" and "Beyonce" on a bumpy bus ride back from a leadership retreat.

In the last few months, I have also practiced drawing ambigrams as fast as I can. I dream about the day when I can effortlessly write out a message saying "Hi, how are you today?" normally and "The password is cherry268" upside-down, without pausing or rotating the paper. I imagine a world in which everyone had this ability, and could literally write two things at once. How would that change communication? Encryption? Trust? My legs swing comfortably from this innovative edge, excited to take a stab at the answers.

The best part about the ambigram is that it refuses to define itself as just one thing. It is a linguistic passion, a cryptographic endeavor, an artistic design, and an ironic illusion. I relish the fact that ambigrams force both the artist and the audience to reject first glances and embrace secret identities.

This may just be a nerdy obsession, but ambigrams have taught me far more than how to sketch fancy words. Their multidimensional truth implies that my hobbies of both writing Italian sonnets and solving logical riddles are not opposing functions of my left and right brains, but rather, a perfect conglomeration of my passion for creating and solving puzzles. The beauty of the most surprising combinations reminds me to take bold risks in both my life and my designs.

Above all else, ambigrams have taught me that I can create the impossible. I can make true and false the same word depending on something as simple as a 180-degree head turn. Victory can be defeat. Open can be closed. Am amateur piano player with an obsession for cryptology can learn how to program iPhone apps and get the game-winning kill at the varsity volleyball championship. A girl with divorced parents can make time for both families, and an inspired teenager from California can write her name into world history--both normally and upside-down.

- Samantha M.

Why This Essay Works

  • Shows passion: This essay focuses on a pretty unusual and specific topic: ambigrams. While many people may not even know what an ambigram is, the writer is clearly passionate about them. She discusses how much time she spends trying to create different ambigrams, what her goals for ambigram creating are, and some of her favorite ambigrams she's created. UChicago loves people who are passionate about something, even if it's an unusual or offbeat interest. It makes UChicago believe those students will bring that passion with them onto campus.
  • Gives insight into the writer's personality: The majority of this essay is about the author's interest in ambigrams, but she also manages to cleverly slip in multiple other references to her personality and interests. From her essay, we learn that she's a volleyball player, writes Italian sonnets, and loves solving puzzles. Adding these details gives UChicago a fuller look at what makes her tick.
  • Connects it to a bigger picture: The writer chose to write about a very specific topic—ambigrams—but was still able to connect that to bigger concepts, such as communication, truth, and how she's able to balance her different interests. She's able to take a quirky topic and show how it influences her worldview.

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Final Advice: UChicago Essays

When answering the University of Chicago essay prompts, keep in mind that the main reason UChicago is reading these essays is to find out who you are as a person and if you'd be a good fit at their school.

The University of Chicago wants students who are passionate about learning, creative, are excited to make the most of their time on campus, and have big dreams for themselves, and the UChicago supplement questions are designed to help you show these sides of yourself to the school.

For the "Why UChicago?" prompt, you'll want to show the school why you want to go there, why you think you're a good fit for the school, and how UChicago will help you achieve your goals during college and beyond.

For the extended essay, you can (and should) be more creative. These UChicago essays are more "out there," and in your response, you should show your personality and passion for learning.

For both University of Chicago essays, remember to show who you are and what you're passionate about, include details about yourself and the school to help you stand out from other essays, and mention your plans and goals for the future.

What's Next?

If you want a more in-depth look how to write about Question 1, check out our guide to the Why UChicago Essay , which includes an additional sample essay along with analysis of how to answer this prompt.

Are you working on the Common App essay ? Read our breakdown of the Common App prompts and our guide to picking the best prompt for you.

If you're planning to take the SAT or ACT one last time , try out some of our famous test prep guides, like "How to Get a Perfect Score on the SAT" and "15 Key ACT Test Day Tips."

Want to write the perfect college application essay?   We can help.   Your dedicated PrepScholar Admissions counselor will help you craft your perfect college essay, from the ground up. We learn your background and interests, brainstorm essay topics, and walk you through the essay drafting process, step-by-step. At the end, you'll have a unique essay to proudly submit to colleges.   Don't leave your college application to chance. Find out more about PrepScholar Admissions now:

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Christine graduated from Michigan State University with degrees in Environmental Biology and Geography and received her Master's from Duke University. In high school she scored in the 99th percentile on the SAT and was named a National Merit Finalist. She has taught English and biology in several countries.

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University of Chicago Supplemental Essay Prompts: 2024-2025

uchicago essay prompts length

The University of Chicago has released its supplemental essay prompts for the 2024-2025 college admissions cycles . Applicants to UChicago’s Class of 2029 will be asked to answer two essays in addition to The Common Application’s Personal Statement. Each essay should be one to two pages in length and, as is tradition at the University of Chicago, the essay options for one of the two prompts are as weird as can be. So what are this year’s UChicago essay prompts? Let’s check them out!

2024-2025 UChicago Essay Topics and Questions

The weird essay prompt.

For the first essay prompt, which applicants should address in one to two pages, applicants are asked to choose one of the seven essay options, which are as follows:

Essay Option 1

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents. – Inspired by Ramsey Bottorff, Class of 2026

Essay Option 2

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older? – Inspired by Joshua Harris, Class of 2016

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded? – Inspired by Veronica Chang, Class of 2022

Essay Option 4

“Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.” – Inspired by Napat Sakdibhornssup, Class of 2028

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there. – Inspired by Malhar Manek, Class of 2028

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

How to Approach the Weird Essay Prompt at UChicago

Irrespective of which essay prompt an applicant chooses among the first six, they should strive to showcase how they think and aim to be memorable. Not every essay in college admissions offers students such a unique opportunity to stand out, but this essay prompt gives students that opening.

As such, while all of Ivy Coach ’s students’ essays are always weird, this prompt typically allows our students to showcase their weird sides more than any other. But their answers are not just weird for weird’s sake. Through their compelling narratives, they showcase — through their singular hook rather than well-roundedness — how they’re going to change the world in one super specific way.

Oh, and notice we didn’t suggest a student answer the “choose your own adventure prompt.” It’s because we would always prefer a student demonstrate that they wrote the essay just for UChicago. The other six prompts are so specific that it’s doubtful an applicant could repurpose the essay for another school, whereas a “choose your own adventure” answer can easily be used for other institutions. Thus, the act of choosing one of the first six prompts is itself a way of demonstrating interest to UChicago.

The Why Chicago Essay Prompt

UChicago’s second required essay should also be answered in one to two pages. For this prompt, students must answer the following question:

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

This prompt is a straight-up-the-middle Why College essay that should be filled with specific reference after specific reference of how a student will contribute their singular hook to the school’s enduring programs and institutes, traditions, and activities. Notice we didn’t mention professors or classes. Professors leave and classes change. Besides, UChicago’s admissions officers weren’t born yesterday. They know students can cut and paste the names of professors and class names from one school to the next like a game of Mad Libs. They want to see a student wrote this essay just for them. They want to feel special!

Ivy Coach’s Assistance with UChicago Essays

If you need assistance optimizing your case for admission to the University of Chicago by submitting wonderfully weird essays that wow admissions officers, fill out our complimentary consultation form , and we’ll be in touch to outline Ivy Coach ’s college admissions counseling services for seniors.

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uchicago essay prompts length

A Guide to the UChicago Supplemental Essays 2023-2024

August 8, 2023

uchicago essay prompts length

As you prepare to apply to the University of Chicago, we all know that admission is far from guaranteed, with an acceptance rate of approximately 5%. However, the challenge doesn't stop there. The essays required for UChicago are anything but ordinary. While i t's clear that UChicago's unique essay prompts deviate from the norm, their underlying goal remains the same as any other university: to gain insight into your perspective, understand your goals, and determine if your values align with what UChicago seeks in its students. To guide you through each of the prompts, I have outlined the questions, how to go about tackling them, and more tips to help you write the UChicago supplemental essays 2023-2024 .

The UChicago Supplemental Essays 2023-2024

UChicago prides itself on its thought-provoking supplemental essay prompts. Use these as an opportunity to introduce yourself, what you’re passionate about, and your ambitions and goals. Although there is no set word limit for any of the prompts, InGenius Prep counselor Natalia Ostrowski, who worked as the Assistant Director of Admissions at UChicago, recommends that you limit the first essay (“Why UChicago”) to a page (double-spaced in 12-point font). The second essay—the more unusual one of the two—should be about two pages, double spaced, and in 12-point font. 

Natalia also adds, “Remember, this is not the time to write another personal statement or about your extracurricular activity, research, or summer experience. Regardless of the question you choose to address, this is a chance for you to show the reader how you think. They want to see how your brain works, how you explore and connect ideas and concepts.” 

Question 1 (Required)

How does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

Although there is no strict word limit on this “why UChicago” essay, don’t go overboard with what you like about the university. Admissions officers already know it’s a great school. When reading your response to this question, admissions officers are looking for whether you’ve done your homework on UChicago to determine how much you’d fit into the college. Below are a few questions that Natalia suggests you ask yourself to brainstorm for this essay:

  • Why is the Core important to you? (And don’t just copy/paste what you wrote for Columbia and vice versa—they’ll know) 
  • What specific majors are you interested in and why? 
  • Has it always been your dream to work with [ insert professor here ] or study abroad in [ insert location here ]? Why? 
  • Which activities are you excited to contribute to? Why do you want to be a Maroon (yes, UChicago has sports!)?

Emphasize the community aspect —how do you hope to find your people on campus? Is it the opportunity to participate in student organizations such as Humor Magazine or the intramural wiffleball team that call out to you? Or are you keen to explore Chicago’s Revival Community Improv Theater within walking distance of the college? You might want to continue your community involvement work from high school by participating in the Neighborhood Schools Program, The Civic Knowledge Project, or one of the college’s several organizations that help give back to the greater Chicago community. 

Since you have space, you can provide context on who you are, your passions, and the kind of values you hope to bring to UChicago. Whatever you choose to write about, make sure you prioritize what you’re looking for from your college experience and how UChicago is the ideal place to explore these interests or goals. Show admissions officers that you have done your research and can convincingly argue for your place at the school, clearly outlining the parts of campus you wish to commit to.

Question 2: Extended Essay (Required; Choose One)

Now we get to the more peculiar essays. But where do you even start? Natalia affirms that “Admissions officers want to see how your brain works. It doesn’t matter what you write about or which question you answer—your ideas and how you write about those ideas is what matters.” She also adds that from your essay, “Admissions officers will be able to have a glimpse of who you might be in the classroom, or when you’re deep in discussion in the dining halls or dorms, or walking through the snowy Harper Quad on your way to get some hot chocolate at Hallowed Grounds.”

The takeaway for admissions officers reading your UChicago supplemental essays should be to understand what makes you tick and how you are going to contribute to the community. This is the goal you should keep in mind throughout your writing process.

Essay Option 1

Exponents and square roots, pencils and erasers, beta decay and electron capture. name two things that undo each other and explain why both are necessary. – inspired by emmett cho, class of 2027.

There are two key words in this prompt: undo and necessary. When we undo something, we reverse or negate its effects, essentially returning it to its original state or erasing its impact. On the other hand, the term necessary refers to something that is essential, required, or crucial for a particular purpose or outcome.

In the context of this prompt, it is crucial to recognize that in each pairing of things that undo each other, something must first be created or established before it can be undone. This raises two essential questions that need to be addressed: 1. Why is it necessary for the first thing to exist at all? In other words, what purpose or function does the first thing serve that makes it indispensable? For example, consider the use of pencils. Pencils are essential tools for writing, drawing, and expressing ideas. The existence of pencils enables us to visually communicate, create art, or simply jot down our thoughts. Without pencils, the act of writing or drawing would be significantly hindered, limiting our ability to convey information and express ourselves effectively.

2. Why is it necessary to have the ability to undo this creation with the second thing? Once the first thing is created, there is a need for its potential reversal or correction. This is where the second thing comes into play. Taking the example of pencils and erasers, erasers are essential tools that allow us to correct mistakes or make adjustments to our writing or artwork. Mistakes are an inherent part of the creative process, and having the ability to undo or erase them gives us the freedom to refine our work, improve accuracy, and strive for perfection. Without erasers, the permanence of mistakes would hinder our progress and limit our creative freedom.

When selecting two "things" to discuss in response to this prompt, it is important to choose items that offer ample room for exploration and analysis. The chosen "things" should be able to be examined from multiple perspectives and angles, allowing for a comprehensive understanding of their significance and the necessity for their existence and subsequent undoing. 

Essay Option 2

“where have all the flowers gone” – pete seeger. pick a question from a song title or lyric and give it your best answer. – inspired by ryan murphy, ab’21.

Aside from potentially sharing your taste in music, this prompt invites you to pick a question that you really want to answer! There is no right or wrong song to pick (and no wrong or right answer to the question), but you should find a song that allows you to play with different ideas -- “play” being the key word here!

When selecting a question from a song title or lyric, consider the themes and messages conveyed in the song. Is there a question that stands out to you, one that raises intriguing possibilities or challenges conventional wisdom? Perhaps it's a question about identity, societal norms, or the human condition. Whatever question you choose, make sure it ignites your passion and allows you to think outside the box.

Then, approach the question from various angles, drawing on different disciplines to provide a well-rounded analysis. Consider the historical context, philosophical implications, psychological interpretations, or even scientific theories that relate to the question. By incorporating different perspectives, you can showcase your interdisciplinary thinking skills and demonstrate your ability to connect ideas from various fields.

Essay Option 3

“vlog,” “labradoodle,” and “fauxmage.” language is filled with portmanteaus. create a new portmanteau and explain why those two things are a “patch” (perfect match). – inspired by garrett chalfin, class of 2027.

This prompt is an opportunity for you to showcase your ability to think outside the box and make unique connections between two seemingly unrelated concepts. However, the true essence of this prompt lies in the explanation of why these two things are the "patch." This is where you can truly demonstrate your thoughtfulness and analytical skills.

Start by carefully considering the characteristics and qualities of the two things you have chosen. Think about how they complement each other or how they can be combined to create something new and meaningful. This is your chance to show admissions officers that you have a deep understanding of the concepts you have chosen and can articulate your thoughts in a clear and concise manner. Use imaginative language and creative metaphors to bring your ideas to life. Consider incorporating anecdotes, personal experiences, or examples from literature, history, or popular culture to make your essay more relatable and memorable.

To take your essay to the next level, consider including your thoughts on language and communication. Connect your portmanteau back to the broader themes of language and how it shapes our understanding of the world. Discuss the power of language to bridge gaps, convey emotions, or challenge conventional thinking. By demonstrating your awareness of the significance of language, you show UChicago that you are not only a creative thinker but also someone who appreciates the complexities of communication.

Essay Option 4

A jellyfish is not a fish. cat burglars don’t burgle cats. rhode island is not an island. write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept. – inspired by sonia chang, class of 2025, and mirabella blair, class of 2027.

Choose your own adventure here, but be ready to defend it! This defense should be multifaceted, considering historical, philosophical, scientific, and other perspectives. For example, if you choose to write about the misnomer "peanut butter," you could argue that despite its misleading name, it has become an iconic and beloved food product that holds a special place in culinary history. You could delve into the origins of peanut butter, discussing how it has evolved over time and become a staple in many households. By considering various lenses, you can construct a persuasive argument for why this misnomer should be kept. On the other hand, if you choose to create your own misnomer, it's essential to explain your creation thoroughly. This means providing a clear definition and rationale for why this new term is more accurate or fitting than the existing one. Let's say you come up with the term "moonflower" to describe a nocturnal plant that blooms under the moonlight. In your essay, you would need to explain why "moonflower" is a more appropriate name than the current term used for such plants. You might discuss the visual imagery and the poetic connection between the plant and the moon, emphasizing how this new term captures the essence of the plant's behavior and adds a touch of mystique.

Whether you choose to defend an existing misnomer or create your own, it's crucial to present a well-reasoned argument. Consider the implications and consequences of your choice, and anticipate potential counterarguments. This prompt offers an opportunity to showcase your critical thinking skills and your ability to construct persuasive arguments.

Essay Option 5

Despite their origins in the gupta empire of india or ancient egypt, games like chess or bowling remain widely enjoyed today. what modern game do you believe will withstand the test of time, and why – inspired by adam heiba, class of 2027.

This is a great question to explore your sociological and anthropological interests! When considering the game that you believe will withstand the test of time, consider its significance to a particular group and its individuals. By analyzing the game's importance from a sociological perspective, you can uncover the underlying reasons why it holds such value and why it is likely to endure. Take, for example, the game of soccer. Soccer is a sport that is deeply woven into the fabric of many cultures around the world. It transcends language barriers and unites people from diverse backgrounds in a shared passion. The significance of soccer goes beyond the physical act of playing the game; it represents teamwork, perseverance, and the ability to overcome challenges. These values make soccer an important part of many communities, providing a sense of identity and belonging. Furthermore, soccer has a rich history that spans centuries. From its early origins in ancient civilizations to its modern-day global popularity, soccer has stood the test of time. It has evolved and adapted, but its core essence remains the same. The simplicity of the game, with its basic rules and minimal equipment requirements, allows it to be played anywhere, from professional stadiums to makeshift fields in remote villages. This accessibility and universality contribute to its enduring appeal.

Think about games that have proven their enduring appeal through their universal nature, rich histories, and the values they represent. What games provide a sense of belonging, intellectual stimulation, and cultural identity, making them likely candidates for continued enjoyment in the future? By addressing the concept of timelessness and exploring the sociological and anthropological aspects of the game, you can present a compelling argument for why it will endure.

Essay Option 6

There are unwritten rules that everyone follows or has heard at least once in their life. but of course, some rules should be broken or updated. what is an unwritten rule that you wish didn’t exist (our custom is to have five new prompts each year, but this year we decided to break with tradition. enjoy) – inspired by maryam abdella, class of 2026.

The specific rule you choose is not as crucial as your analysis of the rule itself. A possible start is exploring the ideas of "good," "bad," relevance, and more. Or you could c hoose a rule that resonates with you personally. Rather than opting for a generic cliché like "don't judge a book by its cover," strive for advice that is specific to your interests and goals. This unique advice will allow you to exemplify it with anecdotes from your own life, providing a deeper understanding of who you are as a student and why you would be a valuable addition to the University of Chicago.

You might also want to consider exploring the concept of "unwritten" rules in your response. Let's say you choose to tackle the unwritten rule of "always follow the traditional path to success." In your analysis, you could explore the idea that this rule may not be as relevant in today's rapidly changing world. You could discuss how traditional paths to success, such as attending a prestigious university or pursuing a conventional career, may no longer guarantee fulfillment or happiness. By providing examples from your own life, such as pursuing an unconventional passion or taking a gap year to explore different interests, you can illustrate the importance of breaking this rule and forging your own unique path.

Alternatively, you might choose to examine the unwritten rule of "never show vulnerability." In your analysis, you could delve into the idea that vulnerability is not a weakness but rather a strength that fosters connection and growth. You could share personal stories of how embracing vulnerability has allowed you to form deeper relationships, learn from your mistakes, and develop resilience. By challenging the notion that vulnerability is something to be avoided, you can demonstrate your willingness to confront uncomfortable truths and embrace personal growth.

Ultimately, the more specific and personal you are in your explanation, the better the admissions officers will understand who you are and why you would thrive as a future UChicago student.

Essay Option 7

And, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

If you don’t like any of the other options, take a look at 30 of the previous years’ questions that UChicago has provided to inspire you! The question “What can actually be divided by zero?” might appeal to you more than any of the new prompts for UChicago supplemental essays 2023-2024 -- a nd that is perfectly okay!

Note that UChicago is giving you an incredible amount of choice here by providing access to their past prompts. If you decide to go the alternative route and come up with your own question, it HAS to be good enough. It wouldn’t be the wisest decision to go with your own silly prompt with the plethora of options in your arsenal. Take the time to consider your topic and answer – but most importantly, Natalia adds, “don’t use an essay you used for school!”

While UChicago doesn’t prefer that you answer questions 1-5 rather than 6, carefully weigh your options before you decide to pick number 6. Is there nothing you might have to say for the first five essay questions? If that is indeed the case, and you’re willing to take the risk (and UChicago appreciates risk-takers) put your unique spin on a previous—or completely original—question!

Additional Tips for Writing the UChicago Supplemental Essays 2023-2024

Now that you’ve taken a look at the prompts for the UChicago supplemental essays , here are a few tips to help your brainstorming process: 

  • Standout essays for standout prompts : The prompts for the UChicago supplemental essays 2023-2024 are without a doubt, highly unique. It’s okay to feel intimidated, and you might choose a prompt that asks for a more academic-leaning response if you’re not a creative writer. While it’s fine to find an option that’s tailored towards your assets, note that other applicants will be writing all sorts of weird and highly imaginative essays. So you need to come up with something memorable and original to stand out from the competition. 
  • Don’t let the prompts discourage you from applying to the school : While the prompts set by the University of Chicago are definitely unusual and undoubtedly tricky, they are not impossible to answer. The school has set a standard for similarly quirky questions and hundreds of students still get in every year. So the minute you see these on the Common App, don’t be tempted to run away and remove UChicago from your school list. It’s a great school, and if you have a strong application to compete with other top students, don’t miss out on the chance just because the supplemental essays seem a little intimidating!

The UChicago supplemental essays 2023-2024 can add depth to your application and help admissions officers understand who you are and what you’re looking for from your college experience. Whichever prompt you choose, it is crucial to present a well-reasoned argument. By exploring various lenses and providing a thorough explanation, you can impress the admissions officers with your creativity and persuasive abilities. The task at hand might seem like a tough uphill battle, but it’s definitely not impossible. Good luck!

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How to Write the University of Chicago Essays 2020-2021

uchicago essay prompts length

We’ve updated this post! Read the 2021-2022 UChicago essay guide .

UChicago is a rigorous, top-tier school located in beautiful Hyde Park, Chicago. It’s famed for its research emphasis, neo-gothic architecture, and school of economics. If you’re interested in delving deep into theory, bookishness, and the most hardcore of academic materials, UChicago may be your place. Forbes ranks its Booth Business College #1 in the nation, and US News and World Report ranks UChicago as a whole at #6. In 2020, its acceptance rate was 7.94%, so steel yourself for the essay writing. It’s gotta be your best. 

You can complete your UChicago application through the Coalition App, Common App, and UChicago portals. Their essay questions for this season are on their website , as well as listed below. The first question, which boils down to “Why UChicago?,” is required. The second question, a one-to-two page essay, is also required, but applicants can choose from a menagerie of wild and exotic prompts. 

Want to know your chances at UChicago? Calculate your chances for free right now.

Want to learn what University of Chicago will actually cost you based on your income? And how long your application to the school should take? Here’s what every student considering University of Chicago needs to know.

Before You Begin Writing

The University of Chicago’s prompts are famous – infamous! – for being quirky, creative, and sometimes downright weird. But don’t fret: this only means that you get to unleash your creativity and geek out about your deepest passions. You know that subject you avoid in casual conversation, because it turns you into a gushing ball of enthusiasm that could talk for hours ? UChicago wants to hear about it. Whether it’s the 70s rock scene in Zambia, Edmund Burke’s philosophy of the sublime, or your job at the antique mall, they have happily passed you the mic. 

It’s not a free-for-all, however. Keep this checklist of things in mind when writing your UChicago essays: 

Unconventional topics often require unconventional styles. 

UChicago essays should definitely be viewed as a piece of creative writing, rather than a dry analysis. Without being too informal, feel free to disrupt the familiar rhythms of essay prose. This can mean rich imagery and addressing the reader directly. Sentence fragments. CAPS, even. Throw in jargon from your field, and phrases from another language, as long as you explain them. To the extent that it’s authentic to your voice and your subject matter, you should try to be imaginative, engaging, and colorful. 

Communicate who you are as an academic.

Make sure you provide admissions with a portrait of how you will perform in an academic environment. You can’t just gush about a topic – you have to prove that you can engage with it at a high intellectual level. Explain research protocol, cite specific books you’ve read, mention your AP classes, or give examples of how you’ve collaborated with others to produce results. UChicago admissions don’t want a student who says “I love physics”; they want a student who says “I love physics so much that I stayed up until 4 am reading Cosmos by Carl Sagan, and I use meatballs to diagram the moons of Jupiter to my friends, and I took Calc III because I plan on studying mechanical engineering with a focus on aerospace materials.” Be detailed about your studies; be explicit in your interests. 

Marry yourself to your topic.

Dearly beloved, you can’t have a “unique” topic without “u.” Be sure to include the first person; you are the main character here, not whatever subject you’re writing about. UChicago is deciding to admit you – not your botany experiment, not your gymnastics record, not your novel – you. How do these objects illuminate facets of your personality? What can you bring to this topic that no one else can? 

And, as always, answer the prompt!

Print out the prompt. Circle key words. Hang it over your desk. Read it. Read it again. Mark out places in your essay where you will address each specific element of the question. Do everything to track down all the sneaky requirements hidden in the prompt forest, hit them between the ears, and mount them on the cabin wall that is your essay. 

All the UChicago Essay Prompts

Prompt 1 (required).

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago. 

Prompt 2: Extended Essay (Required; Choose one)

Choose one of the seven extended essay options and upload a one- or two-page response. please include the prompt at the top of the page..

Essay Option 1

Who does Sally sell her seashells to? How much wood can a woodchuck really chuck if a woodchuck could chuck wood? Pick a favorite tongue twister (either originally in English or translated from another language) and consider a resolution to its conundrum using the method of your choice. Math, philosophy, linguistics… it’s all up to you (or your woodchuck).

—inspired by blessing nnate, class of 2024.

Essay Option 2

What can actually be divided by zero?

—inspired by mai vu, class of 2024.

Essay Option 3

The seven liberal arts in antiquity consisted of the Quadrivium — astronomy, mathematics, geometry, and music — and the Trivium — rhetoric, grammar, and logic. Describe your own take on the Quadrivium or the Trivium. What do you think is essential for everyone to know?

—inspired by peter wang, class of 2022.

Essay Option 4

Subway maps, evolutionary trees, Lewis diagrams. Each of these schematics tells the relationships and stories of their component parts. Reimagine a map, diagram, or chart. If your work is largely or exclusively visual, please include a cartographer’s key of at least 300 words to help us best understand your creation.

—inspired by maximilian site, class of 2020.

Essay Option 5

“Do you feel lucky? Well, do ya, punk?” – Eleanor Roosevelt. Misattribute a famous quote and explore the implications of doing so.

—inspired by chris davey, ab’13.

Essay Option 6

Engineer George de Mestral got frustrated with burrs stuck to his dog’s fur and applied the same mechanic to create Velcro. Scientist Percy Lebaron Spencer found a melted chocolate bar in his magnetron lab and discovered microwave cooking. Dye-works owner Jean Baptiste Jolly found his tablecloth clean after a kerosene lamp was knocked over on it, consequently shaping the future of dry cleaning. Describe a creative or interesting solution, and then find the problem that it solves.

—inspired by steve berkowitz, ab’19, and neeharika venuturupalli, class of 2024.

Essay Option 7

In the spirit of adventurous inquiry (and with the encouragement of one of our current students!) choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

How does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

The pressure’s on to be unique here, since EVERY SINGLE APPLICANT to UChicago will be answering this required question. Here’s what you need to do:

Provide a tangible connection to UChicago. 

This is composed of specific elements of the university that appeal to you, and UChicago’s website is a great place to delve into these. Be sure to be “particular,” as they stipulate, and give them the “specificity” they’re asking for. Examples include research opportunities at Argonne Labs, the marketing classes in the Business School, or an internship offered through the Creative Writing program. 

Don’t write about UChicago’s general attributes, like fame, prestige, or “intellectual rigor.” And please don’t try to be clever and refute the old canard that UChicago is the place “Where Fun Goes to Die.” Applications readers have seen this hundreds, if not thousands of times. And besides, why talk about a tired UChicago stereotype when you can talk about something actually cool? 

Describe your intangible connection as well. 

How is UChicago a place that aligns with your values, dreams, and goals? How do you vibe with it? For example, if I wanted to write about the Creative Writing internship, I would state explicitly how it draws me in: 

“I want to attend a college that values the innovative nature of indie comics publishing as much as I do. So, I’m impressed by UChicago’s commitment to providing internships in comics writing through Bult Publishing and The Artifice magazine. One of my goals as a writer is to gain firsthand experience in comics publishing, specifically small houses, and the Creative Writing program at UChicago hits the mark, resoundingly.”

Engage with faculty and students, if possible. 

This is a perfect place to talk about specific interactions, like sitting in on an inspiring seminar during a campus visit, hearing a professor speak, or seeing how UChicago has prepared a friend for his career. 

However, always be sure to tie these experiences into your own goals and interests! For example, don’t just name-drop a certain Professor Smith. Instead, take the opportunity to find a personal connection to Smith’s research and how great UChicago is for supporting people like her. Your format should be

        Program/Individual/Major 🡪 UChicago’s Values 🡪 My values

If you want to learn more about a specific professor or their subject, don’t be afraid to politely email them or contact their department. Many love to talk about their work and their interests, or would love to put you in touch with current students. This will better inform you about the school and give you a great edge for this prompt. And, more importantly, you’ll probably get great advice for your higher education journey. Note: the earlier you prepare for this, the better!

It’s worth noting that there is no recommended essay length, but sticking to around 500 words should do the trick. It’s long enough to share the reasons you’ll thrive at UChicago, but not too long that the admissions officers will start to get bored.

Prompt 2: Extended Essay (Required, Choose one)

Option 1: tongue twister.

Like we said, this is bizarre. And it seems like a lot when you read it all at once. So be sure to break it down into some key components.

“Pick a tongue twister.” It’s useful, but not essential, to consider tongue twisters that have elements of your biography in them. For example, you might not know any woodchucks, but caring for a beaver as it built a dam at a local forest preserve definitely counts for something. Also note that “translated from another language” offers an interesting opportunity – it’s a good place to discuss your knowledge of a second language or unique cultural experience. 

However, note that while personal relevance is an interesting element, what’s ultimately important is the method and analysis below. A tongue-twister you’ve never used, but that allows you to show off your skills, is always better than a tongue-twister you grew up with, but has nothing to do with your studies. 

“ Consider a resolution to its conundrum.” Identify some sort of conundrum within the tongue twister. This can be a world-building issue – like the “To whom does Sally sell the seashells?” above. It can also be a lurking instability or menace within the rhyme. Or it can be an examination of a historic element that’s worked its way into the tongue twister. 

“…Using the method of your choice.” For this, you should pick the subject you know best and want to pursue in college . This is absolutely essential. For example, I could use my knowledge of French history to talk about the French tongue-twister “Les chaussettes de l’archiduchesse,” a rhyme about the dryness of an archduchess’ socks. By imagining it as a conversation between two maids in the ancien regime , I can show off my impressive knowledge of French court life and how working women were able to sharpen their wits even without an upper-class education. So a good strategy might be to pick your expertise – science, child psychology, business, linguistics – then pick a tongue-twister that you can really bust open. 

Find a greater meaning. Tongue-twisters are often trivial, and an essay about them risks falling into triviality as well. You can avoid this hidden trap by finding a “so what?” to your analysis. What lesson can we learn from your approach? Why has this tongue-twister been repeated for decades, or centuries? Have you discovered something unsettling, even disturbing, about a rhyme recited by children? You can include this greater meaning at the beginning, conclusion, or throughout.

Option 2: Dividing by Zero

Weird, weird, weird. This prompt is cryptic in its brevity, which offers a huge challenge to you as a writer. UChicago is giving you all the space for creativity. But here’s the trade-off: in return for this freedom, they want to see you discipline yourself, organize your thoughts, and pull this essay off like a choreographed dance. Get your exploratory brainstorming out of the way early-on, and stay focused. Be your reader’s tour guide; don’t get lost yourself. 

The obvious option: mathematics. If high-concept math is your thing, and you can explain it compellingly, feel free to discuss the actual question of dividing by zero. It’s a great place to talk about mathematical theories you’ve read, mathematicians you admire, or debates you’ve had in class. But be concrete. Your readers are probably not mathematics experts, so take a page from Carl Sagan: use figurative language, real-world objects, and simple language to illustrate your intimate understanding of the concepts. 

Treat it like a metaphor. Deconstruct the prompt and ask yourself, “What do we mean by division? And what do we mean by zero?” Can you think of situations in history, literature, drama, or psychology in which divisions between people are caused by zeroes – insignificant, or unknown, factors? For example, an actor might talk about the play Othello, in which the villainous Iago skillfully divides the characters by creating illusive, nonexistent problems. 

Consider different viewpoints and angles. In our everyday language, we take it for granted that division by 0 is impossible. But if you’re interested in philosophy, religion, or anthropology, this might be a great prompt to discuss what you know about “nothing/zero” and how different people have understood it. Is there a cultural and religious explanation for why medieval Indian mathematicians asserted that division by zero was possible? How did the ancient Mayans conceive of zero? And wait a second – if Christians believe everything in the universe is infinitely small compared to God, to the point of approaching zero, how was Satan able to create a divisive war throughout Creation? 

Suddenly, the question isn’t quite so simple, is it? This is a great prompt with which to discuss how our debates are enriched by listening to alternative perspectives and reconsidering the seemingly “obvious.” Show off your powers of critical thinking, and demonstrate that you can bring out the intellectual big guns. 

Remember: don’t lose focus on yourself and your personality. This is a daunting, abstract, almost cosmic question. No matter which approach you take, make sure to communicate your interest in the subject, your willingness to do research, and your unique voice. Remind your reader: “This is a cool person we don’t want to miss out on.” 

Option 3: Quadrivium and Trivium

Brainstorm a list, and give yourself time to think. Sleep on this prompt, because some topics might occur to you as you’re out living your life. This Trivium thing seems a bit boilerplate when you sit down to write about it like your typical essay. Math? Check. Reading? Check. But there may soon come a day when you think, Screw it. Everyone on earth should know how to weld a light-up Santa to the hood of their car. And guess which essay is going to grab UChicago’s attention?  

Education/anthropology students, this is your time! A society’s values are often reflected in its educational priorities. This is a great prompt for you to identify issues with modern education and offer solutions. Have you read any studies about programs that benefit low-performing students? Have you volunteered with any programs that taught life-changing skills to people? Discuss them here.  

Lean into the appeal of the numeric/list format. UChicago has historically liked prompts that focus on lists or number groups. So if this attracts you, go for it. You can defend a group of values that’s different from the Trivium/Quadrivium – such as the five virtues of Confucianism, or a Quintivium or Sextivium of your own invention. Be creative – combine the stoic principles of Marcus Aurelius with the New Rules of Dua Lipa. Just make sure you balance out personal whimsy with intellect, knowledge, and prowess. (I.e. give more space to Marcus Aurelius and Roman virtues than “New Rules.”) 

Consider an unconventional narrative style that weaves together a Trivium in practice. In the movie Slumdog Millionaire, we learn about the protagonist, Jamal, through flashbacks. As he’s asked random questions on a quiz show, we get to see the childhood experiences that enabled him to answer them. Can you think of a challenge that allowed you to synthesize three or four key skills? Start at that climactic challenge, and flash back to the preparation that you’ve done. Example: it’s your senior musical, and you’re on the verge of a panic attack onstage. But you use tips from psychology class, a lifetime of singing lessons, and the perseverance you learned from your family to pull through. This allows you to 1) show off your own biography, 2) show yourself overcoming a challenge, and 3) demonstrate you’re multi-dimensional.

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uchicago essay prompts length

Our chancing engine factors in extracurricular activities, demographic, and other holistic details.

Our chancing engine factors in extracurricular activities, demographic, and other holistic details. We’ll let you know what your chances are at your dream schools — and how to improve your chances!

Option 4: Diagram, Map, Chart

This is another prompt that you need to break down into its key elements, because it’s a behemoth. Its visual component means that it can make a huge impression if done right, but it also demands a huge amount of work, so you want to make sure you’re expending your time in the right way. Needless to say, if you have artistic, drafting, or programming abilities, this would be a great place to showcase your skills. 

“Each of these schematics tells the relationship and stories of their component parts .” The key words here are “relationships” and “stories.” This means that your audience won’t just be looking for correlation, causation, directions, and lines of descent – they’re looking for a narrative and personal element. If you’re dealing with data, make sure to personalize it, either through pictures or through your written description. 

“Reimagine .” You have to fundamentally transform your diagram or data set in some way. Make us see something that wasn’t there before. There are plenty of real-world examples to draw inspiration from: for example, geophysicists in Mexico have used the present-day locations of caves and cenotes to analyze the impact of the Chicxulub object, the asteroid that most likely caused the dinosaurs’ extinction. Malcolm Gladwell is a great example of a writer who takes sets of data and interprets them in new ways, revealing unseen forces at work. What’s your data? And what’s the asteroid or secret history hidden behind it?

“Your creation .” This has to be your brainchild. While you can draw inspiration from existing discoveries or use existing stats, you should try your best to come up with your own final product. 

Combine unexpected fields ; think big, and think broad! There’s a lot of interesting new ideas to discover if you blend two fields that don’t typically go together. If you’re interested in both programming and literature, you could use statistical methods to compare authors’ word use and diagram it accordingly. Does Milton use the word “green” more than Shakespeare? WHY? 

Tie it back to your research values . Remember that UChicago asked this prompt because they want to get a pulse on your research philosophy. It’s worth including an explanation not only of your research, but your mindset in general, and the values you believe lead to productive research. Show yourself as someone who would thrive in an exploratory, research setting.

Option 5: Misattributed Quote

So this one seems pretty simple: they’re asking you to come up with a two-ingredient recipe. The hard part? Picking two ingredients that go together stunningly. 

Be wary of formulae. The example UChicago gives would be great for an aspiring historian interested in discussing Eleanor Roosevelt. But don’t think that you have to misattribute a quote to a historical figure only. Food for thought:

  • Write about a person you know. For example, a member of your family who had a positive impact on your life. Could a fundamental lesson they taught you be paraphrased by a quote from Charles Dickens or N.K. Jemisin? 
  • Discuss a real-life misattribution. There are plenty of famous ones: Marie Antoinette didn’t really say “Let them eat cake,” but the misattribution can tell us a lot about the French gossip magazines of the time. It’s also a fraught moral question: was the libel against Marie Antoinette worth it, because it led to the downfall of the French monarchy? Do the ends justify the means here? What’s the philosophy of misattribution? The psychology? The social implications?
  • Combine media. Plenty of songwriters quote other songs, intentionally or (as was ruled in a famous copyright case ) “subconsciously.” Is there an example that reveals a lot about an artist or media culture that interests you? 
  • Misattribute a quote to a non-person . What if your dog, your houseplant, or your favorite skeleton at a museum could talk? This is a great chance to talk about animal psychology, how plants communicate, or an exhibit that inspired an academic interest. 
  • The list goes on! 

The key word is “implications.” The misattribution has to reveal something about the quote or the entity to which it’s misattributed. A person writing about Eleanor Roosevelt using the Dirty Harry quote might discuss, for instance, how “Do you feel lucky, punk?” could summarize Roosevelt’s tenacity when lobbying her husband to enact anti-lynching legislation.

You can also discuss “implications” in broader terms: for example, should education use punchy (incorrect) quotes to better help kids memorize historical figures? Should fictionalizations like Hamilton stray too far from the historical texts? Do embellishments and hot new phrases mislead the public perception of historical figures? 

As always, be sure to bring it back to who you are as a student and thinker. What are your priorities, and what concerns you about your quote/source duo? Involve yourself and your audience in the “implications” section of your essay. 

Option 6: Creative Solutions

Although this prompt includes examples of technological inventions, what’s really important here is the last sentence. If you put aside the first few sentences, the prompt becomes incredibly vast, and you can use it to write about almost any field you’re interested in. 

Did you notice the subtle weirdness? “Describe a… solution, and then find the problem.” Isn’t that… backwards? You can interpret this as a license to get weird with your style and organization. For example, you could take your reader backwards in time, from the final invention to the inciting incident, or even a childhood memory of your inventor. You could alternate between the past in present. You can also find a solution that fixes an unexpected problem: for example, drugs developed for a certain malady sometimes improve conditions for the sufferers of different diseases.

Do some digging; find the quirks and paradoxes. Often, some mundane items we find commonplace have interesting, controversial, or even bloody histories behind them. And sometimes problems have paradoxical solutions – like how patients with phobias are instructed to expose themselves increasingly to their phobias. One strategy for creating a compelling essay is to amplify these striking contradictions or lurid histories. 

The invention need not be physical. While we love our can openers and phones, there are a lot of inventions that aren’t things – they’re methods, systems, words, theories, names, university departments, religious doctrines, governments, languages, or ways of thinking. You can apply this “problem/solution” dynamic to almost any subject, but what’s important is that it’s thought-provoking, unique, and authentic to you. And you absolutely must demonstrate a thorough understanding of the invention’s development. 

The invention need not be positive. UChicago describes beneficial inventions, but you can also talk about inventions and protocols that ended up inflicting evil on the world. For example, you could talk about a policy, law, cultural norm, etc. that “solves” a problem that really doesn’t need solving, or “solves” the problems of some very bad people. If you want to be really deep, you could discuss invented problems that are – paradoxically – solutions of some kind, that serve dark ends or that reinforce harmful ideas. However, be sure to end your essay with a gesture towards solutions, progress, and identifying bad systems of thought so that the world can be improved.  

Cite sources! This is a research-based question, so make sure you credit the books, podcasts, movies, and articles you use. Demonstrate your aptitude as a scholar, and show your ability to synthesize a variety of sources. Don’t go overboard, and don’t let the citations drown out your own voice, but this is UChicago. Bring a bibliography to the gunfight. 

Ending the essay. If your solution can solve a single problem, that’s fine. But a great way to end the essay, and show that you can think about broad applications as well as specific circumstances, is to gesture towards other potential problems your invention solves/is still solving. Is there a certain attribute that allows it to be applied towards multiple situations? It’s also worthwhile to talk about the mindsets, values, and societal environments that allow us humans to create worthwhile solutions to our problems. If you’re moved, changed, or inspired by the invention you’re researching, discuss this. If there’s a certain philosophy or perspective instrumental in the creation of the invention, and it would benefit our world from being used more widely, discuss this too.

Option 7: Grab Bag

Again, this prompt is, on the surface, granting you a lot of leeway. UChicago even ends it with an exclamation point! But you should always remember: they expect a disciplined, thorough, rigorous essay. Don’t let your sense of fun and frolic drown out your serious intellectual ideas.

Pick a prompt that inspires you to write, and connects with your academic interests. If a prompt jumps out at you, and you’re immediately filled with ideas, it’s probably a good fit. Just take it slowly, jot your thoughts down, and get to work. 

Involve your personal connection to that prompt . If you’re not answering any of the 6 prompts UChicago has issued this year, the onus is on you to prove that you and the archival prompt you’ve picked are a match made in heaven. This means having a lot of knowledge and personal investment in your subject matter, and an angle/perspective totally unique to you. 

If making your own question , remember this: YOUR QUESTION IS YOUR HOOK. So make sure it’s not a question that could be found on a standard-issue application, like “When did I overcome a challenge?” or “What’s a place that feels like home?” These prompts are everywhere. They won’t get the job done, and they won’t make an unforgettable first impression. But “Why did I lock myself in the basement and watch The Bee Movie for eighteen hours?” That’s a different story. 

If you look at past UChicago prompts, they tend to be fond of certain things: numbered lists, fairy tales, common phrases, and items of pop culture that can be re-contextualized. They also like hearing your answers to famous questions, and you might have a unique answer to “Et tu, Brute?” or “Do you like pina coladas and getting caught in the rain?” Just remember that the novelty of the question, while the hook of your essay, is not its substance. If your biography and scholarly interests don’t involve pina coladas, or rain, you might just have to pick a different question to answer – as wonderful as that eternal question is. 

You have to do a lot of thinking for the UChicago essay – but don’t overthink it. There’s a reason why they give you a page limit, and not a word limit: they don’t want you to stress about cutting ten words, and they don’t want you to have to cut yourself off. Fully develop your ideas in a way that seems natural. If a paragraph needs to be a little thicker, or if you need to include a longer quote from your favorite author, don’t sweat it. 

You can look up lots of examples of essays online, but try not to get intimidated. It’s the nature of the UChicago essays to encourage everyone to showcase their expertise, so you’ll read a lot of essays and think, “Wow. I’ve never spent a month in Arizona digging up fossils. How can I ever compete?” Instead, try to think of the essays less as a Competition than as a Giant Celebration of everyone’s achievements and interests. It’s cliché but it’s true: everyone has something compelling about them, and the UChicago applications readers wouldn’t be giving out prompts like these if they didn’t believe it. 

If you’ve written your UChicago essay and are looking for feedback, we encourage you to create a free CollegeVine account and explore our resources. You’ll have access to free peer review services, through which students can peer review each others’ essays. We also offer free essay guides and other resources. We’re here to help you put your best foot forward, feel prepared, and deal with less stress this applications season.  Feel lucky, punk! 

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How to Ace the 2024-2025 University of Chicago Supplemental Essay Prompts

Cece Gilmore

Cece Gilmore is a Content Writer at Scholarships360. Cece earned her undergraduate degree in Journalism and Mass Communications from Arizona State University. While at ASU, she was the education editor as well as a published staff reporter at Downtown Devil. Cece was also the co-host of her own radio show on Blaze Radio ASU.

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Bill Jack

Bill Jack has over a decade of experience in college admissions and financial aid. Since 2008, he has worked at Colby College, Wesleyan University, University of Maine at Farmington, and Bates College.

Maria Geiger

Maria Geiger is Director of Content at Scholarships360. She is a former online educational technology instructor and adjunct writing instructor. In addition to education reform, Maria’s interests include viewpoint diversity, blended/flipped learning, digital communication, and integrating media/web tools into the curriculum to better facilitate student engagement. Maria earned both a B.A. and an M.A. in English Literature from Monmouth University, an M. Ed. in Education from Monmouth University, and a Virtual Online Teaching Certificate (VOLT) from the University of Pennsylvania.

Photo of the campus of University of Chicago, where students complete the UChicago supplemental essays

Chicago isn’t only known for its deep dish pizza. It is also famous for being home to the prestigious University of Chicago , which has an acceptance rate in the 5% range. So, let’s learn how to make your UChicago supplemental essay question responses stand out! Applicants must complete two UChicago supplemental essays. To make your responses perfect, complete some research before! Figure out what it is about UChicago (besides deep dish goodness) that makes you want to attend their school! 

The University of Chicago is also famous for having some…unique supplemental essay questions. So, put on your creative cap and get ready to have some fun while responding to UChicago’s supplemental essay questions. Keep in mind that there are no word limits on the UChicago supplemental essays. UChicago FAQs   state that  “ 500-700 words for the extended essay and 300-600 words for the “Why UChicago?” essays are good benchmarks .” Without further ado, let’s jump into acing these creative UChicago supplemental essays!

Also see: How to write an essay about yourself

Essay question #1 

“How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.” (benchmark word count: 300-600 words) 

This is your typical “Why us” essay . However, do not make your response boring or universal! Make it specific to UChicago. Use this space to really detail why this particular school is the perfect fit for you. 

Explore both the academic and extracurricular aspects of the university that stand out from others. Maybe you are extremely passionate about majoring in biology to soon become a doctor one day. Therefore, discuss what courses, research, and study abroad opportunities UChicago has to offer that will make this goal attainable. It is important to touch upon what you want your future to look like and how UChicago will get you to reach all of your goals. It is also important to touch upon the aspects of their school that makes them unique. What makes UChicago stand out from all of the other schools you are considering? 

Overall, an admissions officer reading your essay should have a good sense of what you are looking to get out of UChicago. In addition, they should easily be able to see how much research you have done and how serious you are about attending their university. 

Questions to consider

  • What makes UChicago unique from other colleges? 
  • Why are you excited to attend UChicago? 
  • Why did you choose to apply to UChicago? 

Also see: How to write a 500 word essay

Essay question #2: The extended essay

For the extended essay portion of your application, UChicago provides applicants with six unorthodox essay options. Each of these choices were created by UChicago alumni and students, which means these questions were made with you in mind. They also emphasize creativity and unique ideas when responding to these prompts, so try to have fun with them! 

Essay Option 1

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents. – Inspired by Ramsey Bottorff, Class of 2026

Like most of the University of Chicago’s prompts, there is a lot of creative freedom in this response! Try to begin by thinking about a color and making up an expression to go along with it. Remember, this should be a new saying so you should not be writing about a common color expression! Once you have your “golden” expression decided and you are “tickled-pink”, you should connect back to yourself! Try and use this expression to describe more about your goals, reasons for attending UChicago, passions, hobbies, or anything else that reveals more about you! 

For example, you can create the expression “rainbow-hands” to describe how much someone successfully juggles in a day. To explain, you could say on Mondays you have “rainbow-hands” because you have 5 extra-curricular activities you are a part of. This example reveals that you can be creative and come up with a fun color expression but it also reveals a lot about you as a person by describing how you manage a lot of activities! 

Some examples of common color-expressions: 

Remember to create your own unique color-expression for your prompt response! Just use these examples to get your creativity “blue-flowing”! 

  • Silver lining
  • Black sheep
  • Black and white 
  • Give the green light
  • Once in a blue moon 

Questions to consider:

  • What is an expression you can create that you would use to describe your everyday life? 
  • How can you connect your color-expression to your personality? 
  • Why do we need to add this color-expression to our vocabulary?

Essay Option 2

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older? – Inspired by Joshua Harris, Class of 2016

There are a lot of ways one could interpret this Bob Dylan quote. It has been discussed that Dylan means that he is essentially rejecting his past opinions and showcasing how he has grown more accepting (or became younger). So, you can respond to this prompt by detailing how over time you have become more lenient in your ideas and opinions. You should emphasize how this shift in opinion or towards a more young-self has taught you a lot about yourself. Remember, UChicago wants to get to know you, so provide details about how these moments of becoming younger have affected you!

Another way to respond to this prompt is to “embrace your inner-child” which is a recent social-media phenomenon in which people participate in various forms of entertainment that are child-like as an adult. This can range from simple outdoor adventures to playing with kids toys. This trend can help you come up with ideas of how you find ways to become younger in your daily life! For example, maybe as an adult you buy ice cream for dinner even though your mom would never let you as a child. Then, be sure to connect to some sort of characteristic you have that would make you a good addition to the UChicago community such as learning about self-discipline in the ice cream example. 

Ultimately, there are a lot of ways to interpret this question and the University of Chicago knows that! (It’s in fact, the whole point of these unconventional supplemental prompts!) The admissions officers just want to see that you can uniquely describe ways in which we become younger as we get older. 

  • How do you become younger as you get older? 
  • In what ways do you revert back to child-like entertainment? 
  • Why is it important to stay young as you get older? 

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded? – Inspired by Veronica Chang, Class of 2022

This prompt is more about the why rather than the grouping you choose to select. For example, Pluto didn’t lose its status as a planet because of anything it did, rather it was because humans changed the definition of planets. So, rather than spending your time focusing on the grouping you select as being the most important part of your response, you should spend all of your time and effort on the justification of if your member should be included or excluded. This will grant the UChicago admissions officers a great peek into your train of thought and will prove that your unique way of thinking belongs on their campus. However, there are bonus points if you can make your grouping example something that you are passionate about! 

Some examples of groups and their unofficial members: 

  • Common fruits and tomatoes 
  • The 50 states and Washington D.C. 
  • The calendar and leap days 
  • Why did you choose the grouping you chose? 
  • Why or why should the member you chose be excluded? 
  • Would you change something in order to make the member be included rather than excluded? 

Essay Option 4

“Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.” – Inspired by Napat Sakdibhornssup, Class of 2028

To begin, go down the rabbit hole of looking up fun and outdated slang that only your mom uses! Once you have picked a solid slang term, you should explain if it is “da bomb” or just plain “cray-cray.” For this response, your explanation is the most important part! Try to be unique in your explanation and reveal your thought-process by supporting your argument with specific examples. You can then be reflective and write about how language goes through trends and why you believe this is. Ultimately, be sure to be revealing little pieces of your personality in order to successfully respond to this prompt. 

Some examples of outdated slang:

  • Why do you think language is ever changing? 
  • Why would you bring this particular phrase back? 
  • How would you use this slang term in your everyday life? 

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there. – Inspired by Malhar Manek, Class of 2028

The Fermi estimation is a way to make strong estimations with little to no actual data. So, try and brainstorm hypothetical estimations you have thought about before such as what the total length of hotdogs sold at Wrigley Stadium would be in one game. Once you have your Fermi estimation problem, you now have to solve it! This should not be a complex mathematical problem with lots of physics involved. Rather you can break it down into smaller chunks such as the length of a hot dog x how many hot dogs are sold. Try and input as much personality into this response as possible! For example, you can talk about how much Cubs games mean to you and that being close to the stadium on UChicago’s campus is your ideal situation! Ultimately, you want to have fun with this estimation problem while simultaneously revealing who you truly are. 

Some examples of popular Fermi estimates (remember to use your own original!):

  • On average, how many people are airborne over the US at any given time? 
  • How many miles does a person walk in a lifetime? 
  • How many blades of grass are in the lawn of a typical house in the summer? 
  • How many times can you outline the continental US in shoelaces? 
  • What are some hypotheticals you have thought about in your life? 
  • How did you come to the answer to your Fermi estimation? 
  • Why did you choose the Fermi estimation you chose? 

Essay Option 6

“And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!”

This prompt is your chance to create something completely new and unlike any other application UChicago has ever received. Use your creativity to the fullest extent and figure out your own way to showcase your personality. However, make sure you don’t go too overboard and stay focused on your goal of getting into UChicago. 

Try not to make your essay revolve around your academic achievements. Instead, tell a story of how you’ve grown and what led you to UChicago’s doorstep, or describe an old proverb and how it relates to your life. Either way, your options are unlimited and making your own prompt demonstrates your interest in attending this university. 

If making your own prompt sounds too daunting, it may be beneficial to pull from the UChicago supplemental essay archives and select a past supplemental prompt that appeals to you! Ultimately, you should be choosing a prompt that feels natural to you while simultaneously revealing more about yourself to the admissions committee! 

  • What story do you want to tell the admissions office?
  • How can I best showcase your knowledge or skills?
  • What are some of the older UChicago prompts that caught your eye?

How to know which extended essay prompt to respond to 

UChicago offers applicants a variety of unique extended essay prompts to respond to. Due to the creative nature of these essays, it can be difficult to determine which one is the “right” one to respond to. Ultimately, you should respond to the option that sparked an immediate idea after reading! This will make your writing process easier and will be the most closely aligned to your interests which is all you need to write an amazing essay! 

Remember, if none of these prompts speak to you, you can always respond to a prompt from previous years. There are a lot of fun and unique UChicago prompts out there waiting for you! 

Next steps after applying to UChicago

Now that the fun is over, and you have completed your UChicago supplemental essays – it is time to celebrate! Treat yourself to some deep dish pizza because you are one step closer to the Windy City!

Now, continue to show that you are interested in the university! You can do this by following their social media accounts, scheduling a tour , and reaching out to their admissions officers. Doing any of these will prove you are willing to take the next step with UChicago. 

After you have proven your interest in the school, time to sit back and relax! All the hard work is over. Soon enough, you will be relaxing in a dorm that overlooks the city skyline of Chicago. 

Further reading: When Should I Apply to College?

Additional resources

We know that being a student applying for colleges is not easy. There are a lot of tough choices that need to be made when it comes down to selecting a college. Once you start hearing back from colleges you should use our college comparison spreadsheet to help you. You can also check out our guide to how many schools to apply to in order to ensure you’ve got yourself covered.

In addition, be sure to check out our free scholarship search tool to help you choose a financially smart educational institution! It is always important to consider finances when selecting a college. Good luck on your college journey! Remember you will always end up where you need to be! 

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Frequently asked questions about the University of Chicago supplemental essay prompts

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Last updated March 28, 2023

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Blog > Essay Advice , Private University , Supplementals > How to Write the UChicago Supplemental Essays

How to Write the UChicago Supplemental Essays

Admissions officer reviewed by Ben Bousquet, M.Ed Former Vanderbilt University

Written by Alex McNeil, MA Admissions Consultant

Key Takeaway

The University of Chicago requires you to write two supplemental essays. For both, you’ll upload a separate document instead of pasting your essay into a textbox.

In this post, we’ll address the elephant in the room (those pesky, infamous UChicago prompts), and we’ll go over the best strategy for answering them.

Let’s dive in.

Prompt #1: The Quirky Prompt

First, some logistics. You’re required to choose from one of the following six prompts, and your answer should be one to two pages in length. Make sure you put your prompt choice at the top of the page!

Now for the strategy. Perhaps some of the most famous prompts in college admissions, the University of Chicago questions are well-known for being quite odd. But their quirky and intellectual spirit perfectly lines up with the learning culture at UChicago.

To show that you belong at the University of Chicago, you’ll need to choose the best prompt for you and answer it in a way that aligns with what UChicago admissions officer are looking for. It should also align with your cohesive application narrative .

Since Chicago is known for its robust intellectual culture, these essays are your opportunity to show that you belong in that culture. No matter the prompt you choose, your approach should be intellectual, creative, and even interrogative. You should show a passion for the life of the mind and a natural ability to pose and answer questions. Your unique perspective and original thought should be clear. In short, you want to show that you can hold your own in a UChicago classroom.

Let’s take a look at the prompts.

1. Was it a cat I saw? Yo-no-na-ka, ho-ka-ho-ka na-no-yo (Japanese for “the world is a warm place”). Moze jutro ta dama da tortu jezom (Polish for “maybe tomorrow that lady will give a cake to the hedgehogs”). Share a palindrome in any language, and give it a backstory.

—Inspired by Leah Beach, Class of 2026, Lib Gray SB ’12, and Agnes Mazur AB ‘09

Here, you can pick any of your favorite palindromes. You might pick one in English, or, if another language is important to you, you could find one in another language, too. Your backstory could be funny or serious. But it should definitely be thoughtful and creative. Write about the person who invented it, the situation that led to its first utterance, or even a mytholgy behind it.

2. What advice would a wisdom tooth have?

—Inspired by Melody Dias, Class of 2025

Avoid. Cliches. If you pick this one, please don’t write about a truism your admissions officer will have read a thousand times. You’ve got to have a real piece of wisdom. It can still be fun or humorous or creative, if that’s who you are. But don’t let it be generic.

3. You are on an expedition to found a colony on Mars, when from a nearby crater, a group of Martians suddenly emerges. They seem eager to communicate, but they’re the impatient kind and demand you represent the human race in one song, image, memory, proof, or other idea. What do you share with them to show that humanity is worth their time?

—Inspired by Alexander Hastings, Class of 2023, and Olivia Okun-Dubitsky, Class of 2026

You can take this essay in so many different directions. You can take a more intellectual approach and choose something about which you are an expert. You could use the prompt as an opportunity to exhibit a particular passion for art, music, math, or more. Or you could take a more creative approach and choose something a bit unconventional. As you’re deciding how to answer the prompt, you can think about which areas of your application need bolstering. Is your application STEM heavy so you want to show a bit of your humanities background? Are you missing a little personality, so you want to say a bit about your interest in art? Figuring out where gaps are can help give you direction.

4. UChicago has been affiliated with over 90 Nobel laureates. But, why should economics, physics, and peace get all the glory? You are tasked with creating a new category for the Nobel Prize. Explain what it would be, why you chose your specific category, and the criteria necessary to achieve this accomplishment.

—Inspired by Isabel Alvarez, Class of 2026

This prompt is maybe the tamest of the six options. Your answer could be more straightforward, too. Maybe you genuinely believe that there should be a Nobel Prize in the study of history or sociology. If you can make your case, great! Your answer doesn’t have to be quirky. It can simply be genuine and thoughtful. Of course, you can still have fun with the question, if you want. Answers like “babysitting” or “pizza making” will probably catch your UChicago admissions officer’s attention. You’ll just have to be careful to actually answer the prompt: include your explanation, the “why” behind it, and the necessary criteria. Remember that the goal of your essay is to show that you’re a good cultural fit for UChicago, so be mindful of what your answer contributes to your overall application narrative.

5. Genghis Khan with an F1 racecar. George Washington with a SuperSoaker. Emperor Nero with a toaster. Leonardo da Vinci with a Furby. If you could give any historical figure any piece of technology, who and what would it be, and why do you think they’d work so well together?

—Inspired by Braden Hajer, Class of 2025

What do you notice about the examples at the beginning of the prompt? They’re all funny and totally out of left field. They’re pairings of famous people with some of the most random objects you can think of. If you want, you can take that formula and run with it: pick your favorite historical figure, then pick a random object that is memorable and humorous but that you can also make a good argument for. Alternatively, you can take the opposite approach. Pick a piece of technology you want to write about, and then match it up with a historical figure that makes for an interesting story. Your essay can show creativity, humor, ingenuity, critical thought, and more.

6. In the spirit of adventurous inquiry, pose your own question or choose one of our past prompts. Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun.

This option is the most bold. If it’s good enough, you may even inspire future prompts. But if you’re going to take the risk, you’ve got to go big. Your prompt should be one that’s truly thought provoking and original. Study current and past prompts to get the tone right. You’ll want to write several drafts of the prompt to get the wording just right. Run it by your friends, loved ones, and teachers to get feedback. And once you have the prompt, your essay will have to match it in quality and level of thought. Good luck!

Prompt #2: Why UChicago

After answering your odd prompt, you’ll quickly shift back into a standard “why us” essay with this next prompt.

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

As with any “why us” essay, you’ll want to start with some research. Look into academic and campus life. Reflect on UChicago’s values, mission, and motto. Do in-person or virtual information sessions or campus tours, and go down any rabbit holes that call to you. In particular, spend time looking at courses, faculty, student research, clubs and organizations, communities you align with, educational atmospheres that are appealing, and interesting research or internship opportunities.

Once you’ve figured out what you like about UChicago, return to the question at the center of the prompt: how does it “satisfy your desire for a particular kind of learning, community, and future?”

One part of this prompt that students often neglect is the “your own wishes” detail. Your essay shouldn’t just be about UChicago—it should be about why UChicago and you are a good mutual fit!

So in your essay, lay out your own wishes—your goals, hopes, and plans—and describe the specific parts of the University of Chicago experience that will help you fulfill those wishes. It’s all about showing fit.

And you’re off! It’s time to start your UChicago essays. I know these are some of the most daunting ones, but relax and have some fun with them. If you haven't already, be sure to check out our post on the University of Chicago Common Data Set and our How to Get into University of Chicago guide. And if you find yourself needing more essay support, you can always look to the Essay Academy, our digital college essay course that covers everything you could ever want to know about college essays.

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University of Chicago 2021-22 Supplemental Essay Prompt Guide

Regular Decision: 

University of Chicago 2021-22 Application Essay Question Explanations

The Requirements: 2 essays of 1-2 pages each

Supplemental Essay Type(s): Why , Oddball

This is it, the infamous U Chicago supplemental application. These quirky prompts have been a rite of passage for generations of applicants. So before you dive in, just remember that if they could do it, so can you! Your goal in writing your Chicago extended essay should be the same as ever: to reveal something new to admissions. It might even help to have a few ideas in mind before reading through your options. These prompts are so specific and strange that, in the end, the key is just to follow your instincts. What speaks to you right away? What inspires you?

Question 1 (Required)

How does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago..

Think of this run-of-the-mill why essay as the overture to your magnum opus (i.e. the Extended Essay). Chicago wants you to cover all the bases – “learning, community, and future” – so as with any why essay, you’d best buckle down and do your homework. The more specific details you can incorporate into your essay, the more sincere and personal it will feel (and be!). Explore both academic and extracurricular opportunities. How will you pursue your interest in oceanography? With a major in biology and a semester in Australia? What research opportunities will you pursue? Will joining the club crew team help you feel more connected to aquatic life despite your midwest location? One thing you won’t find on the school website, though, is that third piece, that “future” thing. Think about where you’d like to be five or ten years from now – your career or the impact you’d like to have or even just a geographic location. How will a U Chicago education help you get there? How will your scholarly and social pursuits help you grow? Show admissions how U Chicago is the bridge between the person you are and the person you hope to be.

Question 2: Extended Essay (Required; Choose one)

Essay option 1, what if the moon were made of cheese or neptune made of soap pick a celestial object, reimagine its material composition, and explore the implications. feel free to explore the realms of physics, philosophy, fantasy…the sky is the limit.

—Inspired by Tate Flicker, Class of 2025

Your answer to this prompt should ultimately speak to your passions. Maybe Jupiter is made up entirely of salt water because you can’t think of anything cooler than alien sharks (and you’re an aspiring marine biologist). Perhaps Saturn is made up of string because you recently discovered a love for knitting and you would take full advantage of this bountiful new resource. If Pluto is made up of trampolines, would you take your love of gymnastics to new heights? (We’re too punny!)

Whatever the celestial object is made of, it has to link to some kind of story or revelation about yourself. You need to know what you’re choosing, why you’re choosing it, and how it relates to something about you that admissions doesn’t yet know.

Essay Option 2

What’s so easy about pie.

—Inspired by Arjun Kalia, Class of 2025

You could take this prompt as face value and literally write about pie. Maybe you’re a novice baker or pie serves as the centerpiece of all of your family reunions. Does pie smooth out  social interactions with your relatives? (Who can question you about your career path and life goals when they have a mouthful of delicious pumpkin pie in their mouth?!) 

On the other hand, maybe this prompt isn’t about pie at all. Or, if it is, perhaps you don’t think there’s anything easy about pie. This prompt can be interpreted in a hundred different ways. The extent to which you can push this open-ended question is virtually limitless. Admissions is looking to see how you think, process, and approach. So, flex your imaginative muscles and take the metaphor off a cliff (in a good way). In the end, if this prompt doesn’t speak to you, don’t worry, there are plenty of others to choose from!

Essay Option 3

In homer’s iliad, helen had a “face that launched a thousand ships.” a millihelen, then, measures the beauty needed to launch one ship. the sagan unit is used to denote any large quantity (in place of “billions and billions”). a new york minute measures the period of time between a traffic light turning green and the cab behind you honking. invent a new unit of measurement. how is it derived how is it used what are its equivalents.

—Inspired by Carina Kane, Class of 2024, and Ishaan Goel, Class of 2025

This question can be reflective of so many aspects of your life. It can refer to a subject that you enjoy studying, a place that is important to you, or a hobby you’ve invested a lot of time into. This prompt is meant for fun, so don’t hesitate to tap into your comedian side or engage in wordplay. Are the hours between dinner and twilight the “construction-zone,” as you try makeup tutorials in your free time? (Repurposed phrases are encouraged!) If this prompt appeals to you, your answer will become abundantly clear. What do you want admissions to know about you? You can make almost any topic work for this prompt, so long as you have the proper segue.

We here at CEA have a different definition of a New York Minute, which is the time it takes a New Yorker to mute the monitor in the backseat after getting into a cab. If we were responding to this prompt, we might explore what it’s like to grow up in a city filled with distractions or what it’s like to be part of a super fast-paced environment. 

The new unit of measurement you invent could be the octave your mom manages to reach when breaking into one of her hyena laughs (her “wild-note”), or the force in which your dog is able to wag his tail and knock over literally everything (the “demolition-wag”). Let your mind wander and see what comes up for you!

Essay Option 4

“there is no such thing as a new idea” – mark twain. are any pieces of art, literature, philosophy, or technology truly original, or just a different combination of old ideas pick something, anything (besides yourself), and explain why it is, or is not, original..

—Inspired by Haina Lu, Class of 2022

This prompt is for all the creatives out there. Like the rest of the University of Chicago’s prompts, it doesn’t really matter which side you take, so long as you’re using the prompt to write about something that is important to you. Maybe you want to write about recent social justice movements like Black Lives Matter or #MeToo . Are they introducing new ideas? Not necessarily. Does that mean they’re not important for us to engage with and pay attention to? Absolutely not. 

You can also argue that everything is new. Sure, every piece of music is composed of the same notes, but those notes can be arranged in an infinite number of ways, evoking joy with that classic G-major and melancholy with those minor keys. You could argue that, every time you play a song, it’s for the first time because it will never be played exactly the same way twice. Or you could argue that ideas are reflective of the times in which they are introduced, and thus, they’re always brand new because they’re explored through the lens of a new chapter in history. If this prompt calls to you, follow the sound, and we’re sure you’ll come up with something great (and maybe even new)!

Essay Option 5

It’s said that history repeats itself. but what about other disciplines choose another field (chemistry, philosophy, etc.) and explain how it repeats itself. explain how it repeats itself..

—Inspired by Ori Brian, AB’19

This prompt serves you with a fun, creative way to nerd out about an intellectual interest of yours. However, what you choose to focus on doesn’t have to be something related to your major or long-term goals; it can just show admissions that you’re multifaceted and think about things creatively.

Maybe you’re a music-lover and want to write about how lyrics or choruses repeat themselves. Or, perhaps, you’re an avid reader and you’ve read or seen the plot of Pride and Prejudice at least seven times (each time with a different title and new characters, despite being the same storyline). Maybe you’re a science geek and want to talk about asexual bacteria and how it replicates/repeats itself all the time. So long as you’re having fun while responding to this prompt, you’re doing it right!

Essay Option 6

In the spirit of adventurous inquiry (and with the encouragement of one of our current students) choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

We love all the prompts from the past —there are so many quirky ones! If this year’s questions aren’t inspiring you, don’t be afraid to peruse the archives to find one that stands out to you. If you belong at UChicago, there is no doubt you will find a prompt that sparks a story within you. 

We’d also like to note that this is a great opportunity for recycling essays. If you wrote a strong longform essay for another school, see if any of the old prompts work in your favor, or make up your own question custom-built for your essay. Good luck! 😊

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5 UChicago Supplemental Essay Examples

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  • college application essays

The University of Chicago is one of the most competitive U.S. universities known for its economics, statistics and mathematics undergraduate programs. But for college applicants, the school is probably best known for its out-of-the-box, creative supplemental essay prompts.

uchicago essay prompts length

To apply to UChicago , students must submit an additional supplemental essay – what’s referred to as the Extended Essay. UChicago releases 5 new essay prompts inspired by their students every year, along with a set of past prompts applicants can choose from.

While students are encouraged to be creative, how creative can you (or should you) be? For those interested in applying to UChicago , here are a few examples of essays that worked:

Prompt from 2016-2017 season:

Vestigiality refers to genetically determined structures or attributes that have apparently lost most or all of their ancestral function, but have been retained during the process of evolution. In humans, for instance, the appendix is thought to be a vestigial structure. Describe something vestigial (real or imagined) and provide an explanation for its existence. —Inspired by Tiffany Kim, Class of 2020

uchicago essay prompts length

University of Chicago ‘21

“People often ask me if I’m scared that I’ll go deaf in the other ear, too. The thought echos in my head sometimes, and it’s certainly an ear-y thought, but I’m not too worried. In some ways, losing a part of my hearing has made the world louder. Instead of focusing on what I lost, I began to appreciate what I always had. Every moment—whether it be the off-tune singing of my little brother in the shower, or the melodious chords from my ukulele—is something to note.”

  

Prompt from 2015-2016 season:

Joan of Arkansas. Queen Elizabeth Cady Stanton. Babe Ruth Bader Ginsburg. Mash up a historical figure with a new time period, environment, location, or occupation, and tell us their story. — Inspired by Drew Donaldson, Class of 2016

University of Chicago ‘20

“The ball flies to Scottie Pippen, he pulls up, but the shot bounces out. The crowd goes silent. But Rodman grabs the rebound, hooks it to Jordan who scores a three pointer. Everyone in the stadium goes wild, except one man: Napoléon Bonaparte.  “All according to plan” he whispers to himself.

Little does the public know, Napoleon instructed his stars to keep the game close. In reality his superstars could have won easily.  But he needs to attract national attention for the next part of his plan.  

As a child Napoleon obsessed over pop culture. He couldn’t believe the power celebrities held in society; people would trust them with their children, beliefs, and even their spending. After Reagan’s election, he strived to tap into this power. Napoleon would conquer America.”

Prompt from 2014-2015 season:

A neon installation by the artist Jeppe Hein in UChicago’s Charles M. Harper Center asks this question for us: “Why are you here and not somewhere else?” — Inspired by Erin Hart, Class of 2016.

uchicago essay prompts length

University of Chicago ‘19

“I am here because I can’t be in two places at once. That’s definitely a law of physics or some kind of science I don’t know much about, but that’s the short answer to why I’m not somewhere else, or lots of other places. To know why I’m here, on Earth, in America, in California, in Berkeley, at my house sitting on my favorite worn leather couch, with light from three windows making it hard to see my laptop screen, is a longer story.”

In French, there is no difference between “conscience” and “consciousness”. [...] All of these require explanation in order to properly communicate their meaning, and are, to varying degrees, untranslatable. Choose a word, tell us what it means, and then explain why it cannot (or should not) be translated from its original language. — Inspired by Emily Driscoll, Class of 2018

“Raising the issue of translatable versus untranslatable words is futile; new words should enter a language because of a cultural need to express a specific idea, not just because they can be translated from other languages. Terminology is always a function of development: when a new concept – be it tangible or intangible – enters a society, the language evolves and adapts so that its speakers can discuss the new topic.”

What’s so odd about odd numbers? — Inspired by Mario Rosasco, Class of 2009.

uchicago essay prompts length

“Why was Six Afraid of Seven?

In the beginning there was zero, and then there was One. Zero and One ruled the universe with undisputed power; together they formed the perfect union. Perfection diminished when One began to feel superior to Zero, and departed his company to rule alone. He quickly discovered the powers of addition, and created Two. Two was to be his new companion, to help oppress the rest of the numerical universe. One began training Two in the dark magic he had discovered. However, Two found One to be a little unhinged, and he sensed a certain instability.”

———-

Interested in reading these students full personal statements, and their creative responses to UChicago’s supplemental essay? Unlock all of them in one go with  our curated package ! 

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Our  premium plans  offer different level of profile access and data insights that can help you get into your dream school. Unlock any of our  packages  or search our  undergraduate profile database  to find specific profiles that can help you make an informed choice about where to apply! 

About The Author

Frances Wong

Frances was born in Hong Kong and received her bachelor’s degree from Georgetown University. She loves super sad drama television, cooking, and reading. Her favorite person on Earth isn’t actually a member of the AdmitSee team - it’s her dog Cooper.

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Essay Prompts 2021

The University of Chicago has long been renowned for our provocative essay questions. We think of them as an opportunity for students to tell us about themselves, their tastes, and their ambitions. They can be approached with utter seriousness, complete fancy, or something in between.

UChicago Essay Prompts 2023-24

If you’re looking to learn more about the UChicago essay prompts, you’ve come to the right place. 

Located in Hyde Park , Illinois , UChicago is one of America’s most prestigious and is ranked #22 of the best global universities.  The University of Chicago acceptance rate is 6% , which combined with its high rankings speaks to an extremely selective admissions process. In order to get into UChicago, you’ll need finely crafted University of Chicago essays. First, you must thoroughly understand the UChicago essay prompts and how to approach them. 

In this guide, we’ll go over the 2023 UChicago essay prompts and advice for approaching the University of Chicago essays. It takes an outstanding UChicago application to impress the University of Chicago admissions committee, and that includes good essays.

University of Chicago Supplemental Essays: Quick Facts

  • UChicago acceptance rate: 6% . This qualifies UChicago as a most selective school.
  • UChicago essay requirements : Two essay questions, up to 2000 words each. To see exactly what the UChicago essay questions will look like on the Common App, check out their essay question resource .
  • UChicago application : The University of Chicago application must be submitted using the Common Application. Once you read the UChicago essay prompts, draft your University of Chicago essays in a separate document. Once you’re fully satisfied with your answers, then you can paste the essays back into the Common App for submission.
  • Early Action: November 1
  • Early Decision I: November 1
  • Early Decision II: January 2
  • Regular Decision: January 2
  • UChicago essay tip: UChicago values itself on having thought-provoking, unique supplemental essay questions. Don’t be afraid to think outside the box and get creative with your University of Chicago supplemental essays.

Please note that essay requirements are subject to change each admissions cycle, and portions of this article may have been written before the final publication of the most recent guidelines. For the most up-to-date information on essay requirements, check the university’s admissions website. 

How many supplemental essays does UChicago have?

There are just two required University of Chicago essays. However, there are several UChicago essay prompts that you can choose from to write your two required essays.

The UChicago essay prompts are a famed part of the UChicago application. UChicago has one classic “why school” essay, while the “extended essay” responds to one of many unique questions. For some students, these prompts can be more fun to write about than more traditional prompts about extracurriculars or community. However, these essays are indeed creative, and the UChicago essay prompts vary substantially from year to year. Therefore, it can seem harder to get advice on how to write the University of Chicago supplemental essays.

That’s where we come in. There are many ways to approach the UChicago essay prompts, and we’re here to walk you through them. Maybe you prefer looking at the UChicago past essay prompts and UChicago essays that worked. Or perhaps you want to jump into brainstorming exercises to warm up your creative muscles. Whatever you do, we can help you prepare to ace your UChicago application. 

UChicago Questbridge applicants 

If you are a QuestBridge applicant, you might have to answer additional application questions. QuestBridge is a program to assist high-achieving students from low-income backgrounds in applying to prestigious colleges. Some first-generation students might also be eligible for the QuestBridge program, which provides a four-year scholarship to UChicago.

For students looking to apply to UChicago through QuestBridge, the application process varies from the Common App in several ways. Briefly, to attend UChicago through Questbridge, you must first apply for the QuestBridge National College Match . In addition, the match system requires applicants to rank colleges they’re interested in attending. Ultimately, finalists will be matched with—and must attend—the highest-ranking college that chooses them.

Compared to the single Common App personal statement , the Questbridge application requires two essays and two short answers. In terms of UChicago essay prompts, there are no additional University of Chicago supplemental essays for QuestBridge applicants. 

Now that we’ve covered the basics, let’s take a closer look at the UChicago essay prompts. 

UChicago Supplement – Question 1

Question 1 of the University of Chicago supplemental essays is a classic “why school” essay. While the second essay involves several UChicago essay prompts, this essay has only one:

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

On the Common Application, students are permitted up to 2000 words for this question—that’s even more than the personal essay! Of course, you don’t have to use all 2000 words; however, you have the opportunity to make this question your own. The University of Chicago admissions committee is looking for independent thinkers who can tackle problems in their own way. 

Of all the UChicago essay prompts, this is easily identifiable as a “why school” essay. The question it is essentially asking you is “Why do you want to go to UChicago?” You’ll likely encounter this question on many college applications; it isn’t unique to the University of Chicago essays. 

Approaching a “Why School” essay

How do you answer a “why school” question? First, make sure you do your research. University of Chicago admissions officers want to see that you’re already picturing what your life would be like at UChicago. Think about what excites you about UChicago and dig in deep for inspiration.

What professors would you like to learn from, or assist in their research? What would you like to major in? Would you double major, write a thesis, or maybe petition to create a niche course of study that’s never been done? What clubs would you like to join? Demonstrate that to the best of your ability, you’ve researched UChicago and can picture what you’ll do there.

Consider what you will bring

Second, think about what you could contribute to UChicago. Don’t just stop at listing a professor whose work interests you. Instead, offer a research topic that you would like to pursue under their advising. Instead of just listing clubs that sound fun, think about what you would do if you were in the club. Are there high school extracurriculars that you would like to continue? Did you run a blood drive in high school that could be done bigger and better with UChicago’s resources? 

Above all, don’t forget the goal of the “why school” essay. After reading your essay, University of Chicago admissions officers should come away knowing UChicago is the best and only place for you. To do this, highlight facets of your personality and worldview that align with UChicago’s values and campus culture. Why are you a good fit for UChicago and vice versa? Don’t forget that college fit goes both ways.

Now, let’s move on to the more creative of the UChicago essay prompts: the extended essays.

UChicago Extended Essay

With so many UChicago essay prompts, the extended essay is where you get to have a little more fun. These UChicago essay prompts are famous for their quirky approach to the college application. 

Here are seven UChicago essay prompts for this year’s extended essay: 

Uchicago extend essay options, 1. exponents and square roots, pencils and erasers, beta decay and electron capture. name two things that undo each other and explain why both are necessary., – inspired by emmett cho, class of 2027, 2. “where have all the flowers gone” – pete seeger. pick a question from a song title or lyric and give it your best answer., – inspired by ryan murphy, ab’21, 3. “vlog,” “labradoodle,” and “fauxmage.” language is filled with portmanteaus. create a new portmanteau and explain why those two things are a “patch” (perfect match)., – inspired by garrett chalfin, class of 2027, 4. a jellyfish is not a fish. cat burglars don’t burgle cats. rhode island is not an island. write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept., – inspired by sonia chang, class of 2025, and mirabella blair, class of 2027, 5. despite their origins in the gupta empire of india or ancient egypt, games like chess or bowling remain widely enjoyed today. what modern game do you believe will withstand the test of time, and why, – inspired by adam heiba, class of 2027, 6. there are unwritten rules that everyone follows or has heard at least once in their life. but of course, some rules should be broken or updated. what is an unwritten rule that you wish didn’t exist (our custom is to have five new prompts each year, but this year we decided to break with tradition. enjoy), – inspired by maryam abdella, class of 2026, 7. and, as always… the classic choose your own adventure option in the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

Phew, that’s a lot of UChicago essay prompts! Now you might get what we mean by creative, quirky, unique prompts. 

Approaching these UChicago essay prompts might feel a little daunting, and that’s okay. We’ll go over some tips on how to best answer these UChicago essay prompts, and how to write your UChicago essay.

How do you write a UChicago essay?

So, now that you’ve read the many fun UChicago prompts from 2023-2024, you might be a little intimidated. You’re probably wondering how on earth to approach writing the University of Chicago supplemental essays. Especially if you’re not used to writing creatively, these prompts can seem to defy your attempts to write. Here are some tips to get you started.

Free write to brainstorm

Pick a prompt, or two, or seven! Then, do a timed free write to answer each of the UChicago essay prompts. Give yourself a set time limit—not too long—and just write. Don’t edit, don’t focus on grammar, just write . No deleting! Let your fingers type (or write) whatever your brain demands. The UChicago essay prompts encourage you to think outside the box– give your imagination the chance to run wild! Your free-write may lead to the nugget of an idea or a great hook to kickstart an essay.

Get personal

The University of Chicago admissions officers want to know what makes you, you. This is good advice for any college essay, but with these UChicago essay prompts it’s easy to get sucked into a fun topic. Whatever prompt you choose, make sure that your University of Chicago supplemental essays say something about who you are. Illustrate what you value, what your background is, what’s shaped you, and who you want to be. 

Of course, this doesn’t need to be said outright. After all, you can learn a lot about someone from their favorite song lyric or a game they can’t stop playing. Indeed, that’s why the UChicago essay prompts include fun options like these! But don’t be afraid to go into detail about why you like these things.

You may believe in the enduring power of chess because your grandfather tried to teach it to you as a child—but it’s only since his death that you’ve learned to play. On the other hand, perhaps you volunteered in a veterinary hospital sophomore year, so you know the answer to “Who let the dogs out?” is Macy, the weekend vet tech? You’ve got a lot of words at your disposal: use these University of Chicago supplemental essays to tell the full story.

Tell a story

These UChicago essay prompts are very open-ended. They leave the option open for you to answer in 50 words or 500, if not the full 2,000. So, use your answers to the UChicago essay prompts to take your reader on a journey.

Describe a change or a moment you gained a new perspective on something. Explain the backstory of something that might be common knowledge for your inner circle, but intriguing to a stranger. Expand a small, average moment into something meaningful to segue into the prompt. A narrative answer to a UChicago prompt is always going to be more interesting than a more straightforward description. 

Don’t be afraid to get creative

These prompts are just begging you to liven up the form of your answers. Answer in a screenplay, a song, a map, a riddle, and instructions for a game. The other UChicago essay prompts and your Common App personal statement will allow you to flex your powerful prose. Why not use the extended essay to try some poetry? Link a Spotify playlist! Submit a piece of art and write an artist’s statement explaining how it answers the question! With these University of Chicago essays, the world is your oyster.

Fall back on tried and true essay writing skills

Even while being creative in answering the UChicago essay prompts, you can still apply classic essay writing tips in this context.

Regardless of its prose, poetry, or dialogue, your essay needs structure, starting with a hook. With a classic essay, this often means using an anecdote or a quote to grab attention. Your conclusion should also be mindful of the essay’s message: how does it apply in a broader context? What did you learn over the course of the events that you’ve described? You can even recall an image, phrase, or idea from your opening.

Obviously, creative form isn’t an excuse not to have immaculate spelling and grammar. Unless your essay is about creative misspellings and what they teach us about the evolution of language, you still need to spellcheck. 

Read UChicago essay examples

What better way to learn how to answer the UChicago essay prompts than to read essays that worked? We have extensive essay guides to support you in your essay-writing process. For some examples of UChicago essays, UChicago past essay prompts, and why they worked, read this guide .

Did you know that UChicago essay prompts are often inspired by students’ answers from years past? Reading innovative takes on the current questions can help you understand how creative you can be in your essays. The UChicago essay prompts are a little unconventional, but they are absolutely within your ability to answer. Just be true to yourself and what you care about—and start drafting early!

How long should the UChicago essays be?

The University of Chicago essays don’t really have a word limit. Under the UChicago essay prompts on the Common Application, the word limit is technically 2000 words. But that number mostly functions to let students know that they can write as much—or as little—as they like. Remember that admissions officers read thousands of University of Chicago supplemental essays, so unnecessary words should be cut wherever possible. 

We understand that the lack of a solid recommended length for the University of Chicago supplemental essays is a little overwhelming. After all, it’s easier to answer a narrower question than a more open-ended one. But that’s part of the UChicago philosophy: the University of Chicago essays are intentionally broad to give students freedom. 

UChicago is looking for intellectually curious, driven students who will contribute to their community. This is why the University of Chicago essays have essentially no length requirement and ask such unconventional questions. UChicago is trying to find students who fit their idea of a unique, thoughtful, and even quirky student body. 

We hope that looking at UChicago past essay prompts and this year’s UChicago essay prompts is helpful. The University of Chicago supplemental essays are challenging for many, so you can’t be too prepared to write.

What is the application deadline for University of Chicago?

The University of Chicago application deadline will vary based on which timeline you choose.

The first University of Chicago application deadline is November 1. This is the deadline for Early Action and Early Decision I applicants. Early Action and Early Decision are different application options. Remember, Early Decision is binding, meaning that if you get accepted into UChicago that you are required to attend. Early Action is not binding, so you can apply Early Action to more than one school. It’s important to note that Questbridge applicants must apply by this deadline.

Both of these options are for students who have prepared early and extensively for their college applications, and who have strong first-semester grades. If you apply Early Decision, you should be 100% sure that UChicago is your first choice of school. Moreover, if you are accepted to UChicago Early Decision, you cannot compare financial aid packages from other universities.

The next University of Chicago application deadline is January 2; this is for Early Decision II and Regular Decision. Early Decision II is for students for whom UChicago is still their first choice, as it is binding. ED II may be for those set on UChicago but waiting on second-semester grades, or who are still workshopping essays. Regular Decision is part of the regular application cycle and is, of course, non-binding. 

If you want to get into UChicago , make sure that you pick the best University of Chicago application deadline for you. 

More UChicago Essay Resources from CollegeAdvisor

Applying to UChicago can be overwhelming. The university has a very high ranking , and the University of Chicago acceptance rate is extremely low. In light of this, it can feel like there’s nothing you can do to improve your chances of admission. But don’t despair—we are here to help! College admissions don’t need to be paralyzing: at CollegeAdvisor, we’re here to provide resources and support you through the process. 

For more tips on writing your UChicago essays, watch our workshop on how to write the UChicago supplemental essays. In this workshop, a former admissions officer shares her takeaways on what makes a great essay. 

If you’re looking for more essay examples, we have another guide here . The more UChicago essay prompts and examples you read, the more familiar you’ll be with UChicago’s unconventional essay style. 

UChicago Essay Prompts – Takeaways

As one of the best colleges in the Midwest , UChicago attracts many qualified applicants. The University of Chicago acceptance rate is 6% , and statistically, even the best applicants might not make the cut. Your University of Chicago supplemental essays must make you stand out from the applicant pool. You have to show UChicago that you would be a great fit for their community.

Here are some final takeaways about the UChicago essay prompts:

  • UChicago has two required supplemental essays that you must complete in addition to your personal statement. 
  • If you’re a QuestBridge applicant, you must write the Questbridge essays. However, there are no additional UChicago essay prompts. 
  • Many recognize UChicago for its unconventional and quirky essay prompts—don’t be afraid to give a creative answer to a creative question!
  • One of the UChicago essay prompts is a “why school” essay, asking you why you want to attend UChicago specifically. Do your research and be specific in answering this prompt. 
  • There are several University of Chicago application deadlines for Early Decision, Early Action, Early Decision II, and Regular Decision. Make sure you know which deadline you’re applying for! 

Now that you’ve read all about UChicago essay prompts, you’re more prepared to take on your University of Chicago application!

Rachel Kahn wrote this essay guide. Looking for more admissions support? Click here to schedule a free meeting with one of our Admissions Specialists. During your meeting, our team will discuss your profile and help you find targeted ways to increase your admissions odds at top schools. We’ll also answer any questions and discuss how CollegeAdvisor.com can support you in the college application process.

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Your chance of acceptance, your chancing factors, extracurriculars, what are the uchicago supplemental essay requirements.

Yo! I'm applying to UChicago and I'm curious about the supplemental essays. Could anyone fill me in on the requirements or expectations for these essays? Any advice or resources would be super helpful!

Hey there! UChicago is known for their unique and thought-provoking supplemental essay prompts. They generally require you to submit two essays: one is a "Why UChicago?" essay, and the other is a response to one of their unconventional prompts.

1. Why UChicago? (250-300 words): This prompt is pretty consistent year-to-year. In this essay, you should demonstrate why you're a good fit for the University of Chicago specifically. Focus on UChicago's academic programs, research opportunities, student life, and how they align with your own interests. When writing this essay, do your research on UChicago's core curriculum, majors, and any special programs that interest you.

2. Unconventional prompts (650 words max): UChicago typically provides around six prompts for you to choose from. The topics can range from philosophical thought experiments to quirky and imaginative scenarios. Your chosen prompt should showcase your intellectual curiosity and creativity. It's important to have fun with it and let your personality shine. You can find their current prompts on the UChicago Admissions website or on the Common Application.

In terms of advice and resources, first and foremost, be genuine and original with your responses. Use your own voice and don't be afraid to take risks. Reviewing successful UChicago essays can be helpful, just remember to avoid plagiarizing or imitating existing essays. Additionally, you can use resources like the UChicago Admissions website and CollegeVine to help guide you through the essay writing process. Specifically, my students have found this post from CollegeVine to be extremely useful: https://blog.collegevine.com/how-to-write-the-uchicago-essays-2023-2024

Good luck with your UChicago application!

About CollegeVine’s Expert FAQ

CollegeVine’s Q&A seeks to offer informed perspectives on commonly asked admissions questions. Every answer is refined and validated by our team of admissions experts to ensure it resonates with trusted knowledge in the field.

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uchicago essay prompts length

UChicago Supplemental Essay Prompts 2024-25

The University of Chicago has long been celebrated for its provocative essay questions. They consider these prompts as a unique opportunity for students to reveal their true selves, their preferences, and their aspirations. These questions can be tackled with absolute seriousness, whimsical creativity, or a blend of both. Every year, U Chicago reaches out to their newly admitted and current College students, inviting them to contribute essay topics. The hundreds of responses they receive are often eloquent, thought-provoking, or delightfully eccentric. This process not only showcases the diverse imagination of their student body but also enriches their tradition of intellectual exploration and self-expression. So brace yourselves for the 2024-25 thought-provoking prompts.

Essay option 1- We are all familiar with green-eyed envy or feeling blue, but what about being caught “purple-handed?” or “tickled orange?” Give an old color-infused expression a new hue and tell us what it represents.  (Inspired by Ramsay Bottorff (Class of 2026)

Let’s see how you can write this with flying colors .

Essay option 2- “Aah I was so much older then, I’m younger than that now.” Bob Dylan. In what ways do we become younger as we get older? (Inspired by Joshua Harris – Class of 2026)

Hmm. Could it be why he sang “Forever Young”

Essay option 3 – Pluto, the demoted planet. Ophiucus, the thirteenth zodiac. Andy Murray, the fourth to tennis. BIG THREE. Every grouping has something that doesn’t fit in. Tell us about a group and its unofficial number, why or why not should it be excluded. (Inspired by Veronica Chang- Class of 2022)

One wonders if that explains why three is a crowd.

Essay option 4-“Daddy O,” “Far out, ” Gnarly:” The list of slang terms goes on and on. Sadly, most of these aren’t so “Fly” anymore-“As If.”  Name an outdated slang from any decade and language you’d bring back and explain why you totally “DIG IT.” (Inspired by Napat Sakdibhornssup (Class of 2028)

You write this and you can “Take the Egg.”

Essay option 5-How many piano tuners are there in Chicago? What is the total length of chalk used by U Chicago professors in a year? How many pages of books are there in the Regenstein Library? These questions are among a class of estimation problems named after the University of Chicago Physicist Enrico Fermi. Create your own estimation problem, give it your best answer, and show us how you got there. (Inspired by Malhar Manek -Class of 2028)

Would you rather estimate the approximate or approximate an assumption?

Essay Option 6 . The classic choose-your-own-adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, and thought-provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

UChicago Supplemental Essay Questions | College Admissions

What are you waiting for? Put on your creative hat and start brainstorming! Be fearless and adventurous. Get your funny bone to work; well metaphorically.

But if you need some help, Ivy Central’s expert guidance team can help you answer the prompt of your choice.

Also read: 2024-25 Common App Essay Prompts | Ivy Central

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COMMENTS

  1. UChicago Supplemental Essay Questions

    2024-2025 UChicago Essay Prompts - Hand Crafted for You! The University of Chicago has long been renowned for our provocative essay questions. We think of them as an opportunity for students to tell us about themselves, their tastes, and their ambitions. They can be approached with utter seriousness, complete fancy, or something in between.

  2. UChicago Essays: How Real Students Approached Them

    The suggested length is 650 words, and you can choose from six prompts, all of which are highly unconventional. Each prompt is inspired by current UChicago students or recent graduates. You can also choose to answer any of UChicago's old prompts instead. ... Learn more about how to write the first UChicago essay prompts. ...

  3. Frequently Asked Questions

    Please note any word limits for Coalition or Common Application essays; however, there are no strict word limits on the UChicago supplemental essays. In general 500-700 words for the extended essay and 300-600 words for the "Why UChicago?" essay are good benchmarks, but these are rough guidelines and by no means requirements.

  4. How to Write the University of Chicago Essays 2023-2024

    Choose one of the six extended essay options and upload a one- or two-page response. Please include the prompt at the top of the page. Prompt 2, Option A. Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary.

  5. How to Write the University of Chicago Supplemental Essays: Guide

    Here are some steps to figure that out. Step #1: Do your research. Spend 1 hr+ researching 10+ reasons why UChicago might be a great fit for you (ideally 3-5 of the reasons will be unique to UChicago and connect back to you). Step #2: Use this chart to map out your research. Step #3: Decide on your approach.

  6. UChicago Supplemental Essays 2024-25

    July 8, 2024. UChicago has long been known for its "provocative" essay prompts, viewing them as a chance for "students to talk about themselves, their tastes, and their ambitions.". The University of Chicago admissions committee invites you to approach the UChicago supplemental essays with "utter seriousness, complete fancy, or ...

  7. University of Chicago 2024-25 Supplemental Essay Prompt Guide

    University of Chicago 2024-25 Application Essay Question Explanations. The Requirements: 2 essays of 1-2 pages each. Supplemental Essay Type(s): Why, Oddball. How to Write The UChicago Essays. This is it, the infamous UChicago supplemental application.

  8. How to Write the UChicago Supplemental Essays 2024-2025

    For the second essay, you'll explain why you want to attend UChicago and feel that it's the right school for you. This blog post will guide you through answering each prompt so that you can approach your UChicago essays with confidence. UChicago's 2024-2025 Prompts Essay Questions (1-2 pages) We're all familiar with green-eyed envy or ...

  9. The 7 UChicago Essay Prompts: How to Write Stellar Responses

    Question 2: Extended Essay. For Question 2, you have a choice of six essay prompts, and you'll choose the one you want to respond to. The essay prompts for this question change every year, and while there are always around six prompts, some years there may be one more or one less to choose from. These are the more unique and offbeat essay ...

  10. UChicago Supplemental Essay Prompts

    The University of Chicago has released its supplemental essay prompts for the 2024-2025 college admissions cycles. Applicants to UChicago's Class of 2029 will be asked to answer two essays in addition to The Common Application's Personal Statement. Each essay should be one to two pages in length and, as is tradition at the University of ...

  11. UChicago Extended Essays: An In-Depth Guide + Examples

    The steps: Read the question twice (or more). Underline the key terms. Define your key term (s) using the examples provided in the prompt. (The prompts often give you instruction on how to interpret the key term and answer the question). Reframe the question as an instruction to yourself. Here's an example:

  12. How to Get into the University of Chicago: Essays and Strategies That

    Try to come away from this post with a method for writing the UChicago essays. (Suggested length for each prompt: 650 words) Here's our advice on choosing the right prompt. There is no wrong way to choose an extended essay prompt—it's a chance for your child to show off their creativity, not stick to a formula.

  13. A Guide to the UChicago Supplemental Essays 2023-2024

    The UChicago Supplemental Essays 2023-2024. UChicago prides itself on its thought-provoking supplemental essay prompts. Use these as an opportunity to introduce yourself, what you're passionate about, and your ambitions and goals. Although there is no set word limit for any of the prompts, InGenius Prep counselor Natalia Ostrowski, who worked ...

  14. How to Write the University of Chicago Essays 2020-2021

    In 2020, its acceptance rate was 7.94%, so steel yourself for the essay writing. It's gotta be your best. You can complete your UChicago application through the Coalition App, Common App, and UChicago portals. Their essay questions for this season are on their website, as well as listed below.

  15. First-Year Applicants

    UChicago Supplement. The University of Chicago Supplement requires one extended essay of your choice from our list of several prompts and one short essay on why you would like to attend the University of Chicago. The Supplement is available through Apply Coalition, Powered by Scoir or the Common Application. Your UChicago Account

  16. How to Ace the 2024-2025 University of Chicago Supplemental Essay Prompts

    Essay Option 6. "And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future ...

  17. How to Write the UChicago Supplemental Essays

    The key to acing the UChicago essays is in striking the right tone. The University of Chicago requires you to write two supplemental essays. For both, you'll upload a separate document instead of pasting your essay into a textbox. In this post, we'll address the elephant in the room (those pesky, infamous UChicago prompts), and we'll go ...

  18. University of Chicago 2021-22 Supplemental Essay Prompt Guide

    University of Chicago 2021-22 Application Essay Question Explanations. The Requirements: 2 essays of 1-2 pages each. Supplemental Essay Type (s): Why, Oddball. This is it, the infamous U Chicago supplemental application. These quirky prompts have been a rite of passage for generations of applicants. So before you dive in, just remember that if ...

  19. 5 UChicago Supplemental Essay Examples

    5 UChicago Supplemental Essay Examples. The University of Chicago is one of the most competitive U.S. universities known for its economics, statistics and mathematics undergraduate programs. But for college applicants, the school is probably best known for its out-of-the-box, creative supplemental essay prompts.

  20. Essay Prompts 2021

    Essay Prompts 2021. The University of Chicago has long been renowned for our provocative essay questions. We think of them as an opportunity for students to tell us about themselves, their tastes, and their ambitions. They can be approached with utter seriousness, complete fancy, or something in between. About UChicago and Our Philosophy.

  21. UChicago Essay Prompts

    UChicago Essay Prompts 2023-24. If you're looking to learn more about the UChicago essay prompts, you've come to the right place. Located in Hyde Park, Illinois, UChicago is one of America's most prestigious and is ranked #22 of the best global universities. The University of Chicago acceptance rate is 6%, which combined with its high rankings speaks to an extremely selective admissions ...

  22. What are the UChicago supplemental essay requirements?

    When writing this essay, do your research on UChicago's core curriculum, majors, and any special programs that interest you. 2. Unconventional prompts (650 words max): UChicago typically provides around six prompts for you to choose from. The topics can range from philosophical thought experiments to quirky and imaginative scenarios.

  23. UChicago Supplemental Essay Prompts 2024-25

    So brace yourselves for the 2024-25 thought-provoking prompts. Essay option 1- We are all familiar with green-eyed envy or feeling blue, but what about being caught "purple-handed?" or "tickled orange?". Give an old color-infused expression a new hue and tell us what it represents. (Inspired by Ramsay Bottorff (Class of 2026)