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.
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 Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”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.
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:
- white lie
- black and blue
- black and white
- have a green thumb
- out of the blue
- rose-tinted glasses
- whitewashed
- seeing red
- the grass is always greener
If none of these examples inspire you, keep researching! This is by no means an exhaustive list.
“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
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.
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 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.
“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
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!
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
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.
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!
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
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.
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.
