Cheap Homes for Rent in Uptown Chicago Neighborhood of Chicago, IL from $900 (54 Rentals)

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

property at 1940 W Wilson Ave

1940 W Wilson Ave

ChicagoIL60640
property at 4501 Malden St

4501 Malden St

ChicagoIL60640
property at 927 W Wilson Ave

927 W Wilson Ave

ChicagoIL60640
Showing Results 1-50, Page 1 of 2

Uptown Chicago, Chicago, IL Local Guide

Cheapest Available Uptown Chicago Apartments for Rent

 

The cheapest available apartment rental in the Uptown Chicago area of Chicago, IL is a Studio unit found at The Onyx on Sheridan priced from $1,100. 1338 W Argyle has the second lowest priced unit, which is a Studio apartment currently listed from $1,124. Here are the most affordable Uptown Chicago apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
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
934-936 W Windsor Building1 BEDROOM 1 BATH1BR,1BA$1,200
Wyndham ApartmentsStudio Floor Plan S1Studio,1BA$1,212

Best Value Apartments for Rent in Uptown Chicago, IL

As of September 12, 2025 the best value apartment in the Uptown Chicago area is the $1.20 price per square foot 1338 W Winona St Model at 1338 W Winona St, Unit 3 in the in the Uptown Chicago neighborhood starting from $2,995. The second greatest value Uptown Chicago apartment is the 1454 W Winnemac Ave Model at 1454 W Winnemac Ave, Unit 3W starting at $3,350 with a $1.97 price per square foot in the Uptown Chicago neighborhood. Here is today’s list of the best values for Uptown Chicago apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
1338 W Winona St, Unit 31338 W Winona St3BR,1BA$1.20
1454 W Winnemac Ave, Unit 3W1454 W Winnemac Ave2BR,1BA$1.97
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.88
4318 N Sheridan Rd, Unit 24318 N Sheridan Rd2BR,2BA$1.75
1341 W Foster Ave, Unit 11341 W Foster Ave3BR,2BA$1.93
4241 Kenmore Apartments4031 Kenmore - 2 bedroom2BR,1BA$1.91
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
4180 Marine Terrace Apartments1BR/1.0BA1BR,1BA$1.66
934-936 W Windsor Building1 BEDROOM 1 BATH1BR,1BA$1.71

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Pet Friendly Lifestyle
Uptown Chicago, Chicago, IL

Ranked #24

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, Chicago, IL

School data provided by Great Schools

Frequently Asked Questions about Uptown Chicago

What type of rentals are currently available in Uptown Chicago?

There are currently 834 Apartments for Rent in Uptown Chicago, IL with pricing that ranges from $1,020 to $4,995. There are also 214 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown Chicago ranging from $960 to $5,950.

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

Today's rental pricing for Homes for Rent, Condos and Townhomes in Uptown Chicago ranges from $960 to $5,950 with an average monthly rent of $3,114.

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.