
Cheap Apartments for Rent in the Uptown Neighborhood of Chicago, IL from $400 (90 Rentals)
Search the lowest-cost Apartments available for rent right now in the Uptown area of Chicago.


Issel Building

4521 N. Malden St.

The Lawrence House

Wilson Uptown LLC

3838 N. Broadway

Total Monthly Price
3835 N Fremont St, Unit A04C

The Onyx on Sheridan

Stephen's Commons- Senior Living-Age 62+

The Winnie
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

Total Monthly Price
3824 N Fremont, Unit A07C

1468 W Argyle St

Total Monthly Price
3836 N Fremont, Unit A07C

Total Monthly Price
3832 N Fremont, Unit A00C

Total Monthly Price
1256 W Montrose Ave, Unit 1F

The Edison

Annabelle LLC

Sheridan Park LLC

Total Monthly Price
652 W Sheridan Rd, Unit #506

Total Monthly Price
3815 N Pine Grove Ave
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

4031 N Kenmore Apartments

4241 Kenmore Apartments

The Hazelton

4600 Beacon

Lawrence Lofts

4631 N Paulina St, Unit 101

Total Monthly Price
4632 N Paulina St, Unit J00W

Times Square Apartments

Wyndham Apartments

The Maynard at 5115 N Sheridan
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Grace Street Towers

5326 N Winthrop Ave

The Wilson Club

Chatelaine Apartments

Belle Plaine Apartments

4735-4737 N Malden St

Wilson Apartments

4717 N. Winthrop Apartments

Emerald Tower

Agatite
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

913-915 W Sheridan Rd

1203 W Balmoral

4241-4247 N Hermitage Ave

4641 N Paulina St

1466 W Argyle St

Ravenswood Apartments

732 Bittersweet Apartments

Magnolia Gardens

Darlington Apartments

839 W. Sheridan
Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!
Uptown, Chicago, IL Local Guide

How much does it cost to rent an apartment in Uptown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown Studio Apartments | $1,613 | $1,050 | $2,510 |
| Uptown 1 Bedroom Apartments | $2,220 | $1,350 | $3,550 |
| Uptown 2 Bedroom Apartments | $3,029 | $1,700 | $5,100 |
| Uptown 3 Bedroom Apartments | $4,072 | $1,871 | $8,645 |
| Uptown 4 Bedroom Apartments | $5,150 | $4,200 | $6,500 |
Browse Apartments in this Neighborhood
There are currently 90 rentals with your search options within a 2 mile radius of the Uptown Neighborhood of Chicago, IL.
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Uptown, Chicago, IL Local Guide
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Cheapest Available Uptown Apartments for Rent
 The cheapest available apartment rental in the Uptown area of Chicago, IL is a Studio unit found at 3838 N. Broadway priced from $1,195. The Edison has the second lowest priced unit, which is a Studio apartment currently listed from $1,248. Here are the most affordable Uptown apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 3838 N. Broadway | Studio | Studio,1BA | $1,195 |
| The Edison | Studio | 1 bath - EFFR | Studio,1BA | $1,248 |
| The Lawrence House | A1 - 60% AMI AHSAP | Studio,1BA | $1,260 |
| 930 W. Winona | studio | Studio,1BA | $1,275 |
Best Value Apartments for Rent in Uptown, IL
As of June 03, 2026 the best value apartment in the Uptown area is the $0.31 price per square foot 910 W Gunnison St Model at 910 W Gunnison St, Unit G1 in the in the Uptown Chicago neighborhood starting from $3,100. The second greatest value Uptown apartment is the 1338 W Winona St Model at 1338 W Winona St, Unit 3 starting at $3,250 with a $1.30 price per square foot in the Uptown Chicago neighborhood. Here is today’s list of the best values for Uptown apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 910 W Gunnison St, Unit G1 | 910 W Gunnison St | 3BR,2BA | $0.31 |
| 1338 W Winona St, Unit 3 | 1338 W Winona St | 3BR,1BA | $1.30 |
| 1520 W Sunnyside Ave, Unit 1WS | 1520 W Sunnyside Ave | 3BR,2BA | $1.92 |
| 1455 W Wilson Ave, Unit 2 | 1455 W Wilson Ave | 2BR,1BA | $1.88 |
| 4318 N Sheridan Rd, Unit 2 | 4318 N Sheridan Rd | 2BR,2BA | $1.75 |
| 4452 N Sheridan Rd, Unit 2 | 4452 N Sheridan Rd | 2BR,2BA | $1.93 |
| 4443 N Sheridan Rd, Unit 3 | 4443 N Sheridan Rd | 2BR,2BA | $2.00 |
| 1012 W Sunnyside Ave, Unit 2 | 1012 W Sunnyside Ave | 2BR,1BA | $2.09 |
| 4875 N Paulina St | 4875 N Paulina St | 1BR,1BA | $1.88 |
| 1256 W Montrose Ave, Unit 1F | 1256 W Montrose Ave | Studio ,1BA | $2.08 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleBest Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com
Read ArticleA Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Best Local Schools in Uptown, Chicago, IL
McCutcheon Elementary School
Lake View High School
Walt Disney Magnet School
School data provided by Great Schools
Lifestyle Ratings
ApartmentHomeLiving brings you our detailed rental search system called 'Lifestyle ratings', composed of rentals and neighborhoods across the USA, including Chicago. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including rankings of the best places for the best proximity to parks and outdoor amenities, luxury amenities, kid and pet-friendly communities, availability of transit options, walking, and biking. These search options are in the site filters at the top of this page.
Frequently Asked Questions about Cheap Uptown Apartments
What is the Cheapest Studio apartment in Uptown?
Currently the most affordable Cheap Studio Apartment in Uptown is at 3838 N. Broadway listed at $1,195.
How much is rent for a Cheap One Bedroom Uptown Apartment?
The lowest price for a Cheap One Bedroom Uptown Apartment is $1,350 at Lawrence Lofts.
What is the lowest price for a Cheap Two Bedroom Uptown Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Uptown is starting from $1,895 at 4501-4515 N Malden St.
What is the most affordable Uptown Three Bedroom Apartment?
The best deal on a cheap Uptown Three Bedroom Apartment rental is at Sheridan-Gunnison Apartments and starts from $2,550.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Written by: Nicole Harms
From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.