Cheap Apartments for Rent in the Uptown Neighborhood of Chicago, IL from $400 (132 Rentals)
Search the lowest-cost Apartments available for rent right now in the Uptown area of Chicago.

4711 N Winthrop Ave, Unit #304

The Edison

5240 N Winthrop Ave

Issel Building

4606 N Malden St, Unit 1140-218
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.

930 W. Winona

The Onyx on Carmen

The Lawrence House

4518 N Sheridan Rd
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.

The Onyx on Sheridan

Times Square Apartments

The Winnie

The Draper

Wyndham Apartments

4735 N Hermitage Ave, Unit #4737-105

4871 N Magnolia Ave, Unit 410
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

The Teller House

4653 Malden St

Dakin Court - 910 W Dakin St

4651 Malden St

1261 W Argyle St

4716 N Racine Ave, Unit 214
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

4616 N Paulina St, Unit #4614-204

1124 W Wilson Avenue

1301 W Argyle St

4532 N Ashland Ave, Unit J01P

911 W Lawrence Ave, Unit #307

4635 N Paulina St, Unit #4631-409

4735 N Hermitage Ave, Unit 407
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $1,490 | $850 | $2,641 |
| Uptown 1 Bedroom Apartments | $1,994 | $1,200 | $3,438 |
| Uptown 2 Bedroom Apartments | $2,804 | $1,554 | $4,995 |
| Uptown 3 Bedroom Apartments | $3,390 | $2,160 | $10,000+ |
| Uptown 4 Bedroom Apartments | $5,666 | $5,100 | $6,500 |
Browse Apartments in this Neighborhood
There are currently 132 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 4735 Beacon priced from $995. The Annabelle Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,006. Here are the most affordable Uptown apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 4735 Beacon | 0BR/1.0BA | Studio,1BA | $995 |
| The Annabelle Apartments | Studio Floor Plan S3 | Studio,1BA | $1,006 |
| 4502-04 N Paulina | 4504 N. Paulina '01 | Studio,1BA | $1,050 |
| The Edison | Studio | 1 bath - EFFR | Studio,1BA | $1,091 |
| 3834 N Sheffield | Studio | Studio,1BA | $1,095 |
| Kenmore | 0BR/1.0BA | Studio,1BA | $1,100 |
Best Value Apartments for Rent in Uptown, IL
As of January 01, 2026 the best value apartment in the Uptown area is the $1.14 price per square foot 4008 N Southport Ave Model at 4008 N Southport Ave, Unit 1 in the in the Lakeview neighborhood starting from $3,200. The second greatest value Uptown apartment is the 1454 W Winnemac Ave Model at 1454 W Winnemac Ave, Unit 3 starting at $3,295 with a $1.94 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. |
|---|---|---|---|
| 4008 N Southport Ave, Unit 1 | 4008 N Southport Ave | 3BR,2BA | $1.14 |
| 1454 W Winnemac Ave, Unit 3 | 1454 W Winnemac Ave | 2BR,1BA | $1.94 |
| 4318 N Sheridan Rd, Unit 2 | 4318 N Sheridan Rd | 2BR,2BA | $1.75 |
| 1455 W Wilson Ave, Unit 2 | 1455 W Wilson Ave | 2BR,1BA | $1.88 |
| 4452 N Sheridan Rd, Unit 2 | 4452 N Sheridan Rd | 2BR,2BA | $1.93 |
| 900 W Montrose Ave | 4410 Hazel Tier 2 bed | 2BR,1BA | $1.85 |
| 1456 W Irving Park Rd, Unit 2 | 1456 W Irving Park Rd | 2BR,1BA | $2.00 |
| 1456 W Irving Park Rd, Unit 2 | 1456 W Irving Park Rd | 2BR,1BA | $2.00 |
| 952 W Windsor Ave | 2BD/1BA | 2BR,1BA | $2.00 |
| 911 W Lawrence Ave, Unit #307 | 911 W Lawrence Ave | 1BR,1BA | $2.00 |
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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash 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.
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 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 a cheap apartment in Uptown?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Uptown is under $1,100.
What is the price of a cheap apartment in Uptown?
The cheapest apartment in Uptown is Times Square Apartments which is listed at $1,225, while the average apartment in Uptown costs $5,400.
What types of apartments are the cheapest in Uptown?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 6 regular apartments in Uptown that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Uptown?
Cheap apartments in Uptown have an average cost of $130 which is $5,270 cheaper than the average rent for all rentals in Uptown.
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

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!




















