
Cheap Apartments for Rent in the Uptown Neighborhood of Chicago, IL from $400 (111 Rentals)
Search the lowest-cost Apartments available for rent right now in the Uptown area of Chicago.


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935 W Agatite Ave, Unit #106

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4546 N Malden St, Unit #304

4735 Beacon

The Edison

Sheridan Park LLC

The Lawrence House

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4536 N Dover St, Unit #1D

4600 Beacon

922 W Eastwood 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.

Issel Building

3838 N. Broadway

1470 W Argyle St

5240 N Winthrop Ave

3835 N Fremont St

The Onyx on Sheridan

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3815 N Fremont St, Unit J08P

4521 N. Malden St.

3835 N Fremont St, Unit A04C

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Wyndham Apartments
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 Carmen

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4240 N Kenmore Ave

3836 N Fremont, Unit A07C

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3832 N Fremont, Unit A00C

3824 N Fremont St, Unit A07C

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4635 N Paulina St

The Draper

The Wilson Club

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Times Square Apartments

4501-4515 N Malden St
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 Bachelor

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4614 Paulina N St

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4871 N Magnolia Ave

4549 N Malden St

4031 N Kenmore Apartments

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3835 N Fremont St, Unit J08W

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3817 N Fremont St, Unit #503

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3810 N Fremont St, Unit K05J

4735 N Hermitage Ave, Unit 407

911 W Lawrence Ave, Unit #407
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.

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4616 N Paulina St

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4647 N Paulina St, Unit #4641-204

Lawrence Lofts

4635 N Paulina St

The Maynard at 5115 N Sheridan

839 W Sheridan Rd

The Hazelton

5326 N Winthrop Ave

1318 W Foster Ave

Chatelaine Apartments
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 | $1,506 | $888 | $2,647 |
| Uptown 1 Bedroom Apartments | $2,116 | $1,341 | $5,064 |
| Uptown 2 Bedroom Apartments | $2,870 | $1,750 | $4,275 |
| Uptown 3 Bedroom Apartments | $3,879 | $2,160 | $10,000+ |
| Uptown 4 Bedroom Apartments | $5,833 | $5,400 | $6,500 |
Browse Apartments in this Neighborhood
There are currently 111 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 The Annabelle Apartments priced from $888. 4735 Beacon has the second lowest priced unit, which is a Studio apartment currently listed from $1,050. Here are the most affordable Uptown apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Annabelle Apartments | Studio Floor Plan S3 | Studio,1BA | $888 |
| 4735 Beacon | Studio - New Rehab | Studio,1BA | $1,050 |
| The Edison | Studio | 1 bath - EFFR | Studio,1BA | $1,071 |
| Sheridan Park LLC | Studio in Uptown | Studio,1BA | $1,075 |
| 4600 Beacon | Studio | Studio,1BA | $1,095 |
| 3838 N. Broadway | Studio | Studio,1BA | $1,145 |
Best Value Apartments for Rent in Uptown, IL
As of March 03, 2026 the best value apartment in the Uptown area is the $1.94 price per square foot 1454 W Winnemac Ave Model at 1454 W Winnemac Ave, Unit 3 in the in the Uptown Chicago neighborhood starting from $3,295. The second greatest value Uptown apartment is the 1455 W Wilson Ave Model at 1455 W Wilson Ave, Unit 2 starting at $3,000 with a $1.88 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. |
|---|---|---|---|
| 1454 W Winnemac Ave, Unit 3 | 1454 W Winnemac Ave | 2BR,1BA | $1.94 |
| 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 |
| 900 W Montrose Ave | 901 Agatite - 2 bed 2 bath | 2BR,2BA | $1.93 |
| 4443 N Sheridan Rd, Unit 3 | 4443 N Sheridan Rd | 2BR,2BA | $2.00 |
| 1012 W Sunnyside Ave, Unit 3 | 1012 W Sunnyside Ave | 2BR,1BA | $2.00 |
| 4537 N Greenview Ave, Unit Garden R | 4537 N Greenview Ave | 1BR,1BA | $1.82 |
| 902 W Montrose Ave, Unit A00C | 902 W Montrose Ave | 2BR,1BA | $2.00 |
| 4750 N Sheridan Rd, Unit 1 | 4750 N Sheridan Rd | 1BR,1BA | $1.99 |
| 911 W Lawrence Ave, Unit #407 | 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
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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 $1,145.
What is the price of a cheap apartment in Uptown?
The cheapest apartment in Uptown is Wyndham Apartments which is listed at $1,341, while the average apartment in Uptown costs $5,795.
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 $5,665 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

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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.