Cheap Homes for Rent in Uptown Neighborhood of Chicago, IL from $800 (86 Rentals)

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Search the lowest-cost Homes available for rent right now in the Uptown area of Chicago.

property at 1940 W Wilson Ave

1940 W Wilson Ave

ChicagoIL60640

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.

Read Article

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.

Read Article
property at 4631 N Paulina St

4631 N Paulina St

ChicagoIL60640
property at 3831 N Fremont St

3831 N Fremont St

ChicagoIL60613
property at 4614 N Paulina St

4614 N Paulina St

ChicagoIL60640

The 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.

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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.

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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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Showing Results 1-50, Page 1 of 2

Uptown, Chicago, IL Local Guide

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 $1,095. The Onyx on Sheridan has the second lowest priced unit, which is a Studio apartment currently listed from $1,100. Here are the most affordable Uptown apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
3838 N. BroadwayStudioStudio,1BA$1,095
The Onyx on SheridanUpgraded Studio ApartmentStudio,1BA$1,100
1338 W ArgyleBILLY ANDERSONStudio,1BA$1,124
The Onyx on CarmenUpgraded Studio ApartmentStudio,1BA$1,150
Sheridan Park LLCStudio in UptownStudio,1BA$1,195
4241 Kenmore Apartments4031 Kenmore - StudioStudio,1BA$1,200
Wyndham ApartmentsStudio Floor Plan S1Studio,1BA$1,212

Best Value Apartments for Rent in Uptown, IL

As of September 16, 2025 the best value apartment in the Uptown area is the $0.27 price per square foot 1450 W Byron St Model at 1450 W Byron St, Unit # 01 in the in the Lakeview neighborhood starting from $2,650. The second greatest value Uptown apartment is the 3852 N Southport Ave Model at 3852 N Southport Ave, Unit # 02 starting at $2,750 with a $0.28 price per square foot in the Lakeview neighborhood. Here is today’s list of the best values for Uptown apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
1450 W Byron St, Unit # 011450 W Byron St2BR,1BA$0.27
3852 N Southport Ave, Unit # 023852 N Southport Ave2BR,1BA$0.28
1338 W Winona St, Unit 31338 W Winona St3BR,1BA$1.20
5349 N Kenmore Ave, Unit F01C5349 N Kenmore Ave3BR,2BA$1.70
1454 W Winnemac Ave, Unit 3W1454 W Winnemac Ave2BR,1BA$1.97
4318 N Sheridan Rd, Unit 24318 N Sheridan Rd2BR,2BA$1.75
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.88
900 W Montrose Ave906 Montrose - 2 Bed /1 bath2BR,1BA$1.90
910 W Belle Plaine Ave, Unit 2910 W Belle Plaine Ave1BR,1BA$1.80
1335 W Carmen Ave, Unit 1B1335 W Carmen Ave1BR,1BA$1.94

Quick 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.

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Pet Friendly Lifestyle
Uptown, Chicago, IL

Ranked #19

Among cities in Illinois for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Uptown, Chicago, IL

School data provided by Great Schools

Frequently Asked Questions about Uptown

What type of rentals are currently available in Uptown?

There are currently 1202 Apartments for Rent in Uptown, IL with pricing that ranges from $975 to $22,843. There are also 364 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $880 to $40,000.

What is the current price range for Rental Homes in Uptown?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Uptown ranges from $880 to $40,000 with an average monthly rent of $3,779.

How much are larger Three and Four Bedroom Rentals in Uptown?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Uptown range from $2,270 to $22,843, while Three Bedroom Homes, Condos, and Townhomes for rent range from $880 to $40,000. Four Bedroom Single-Family rentals are also available starting from $3,350 and Four Bedroom Apartments start at $4,650.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

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.

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.