Cheap Homes for Rent in Uptown Neighborhood of Chicago, IL from $900 (136 Rentals)

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

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.

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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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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.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Uptown - One of the Best Affordable Neighborhoods in Chicago

Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!

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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 3834 N Sheffield priced from $1,095. 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
3834 N SheffieldStudioStudio,1BA$1,095
Onyx on SheridanStudio - UpgradedStudio,1BA$1,100
1338 W ArgyleBILLY ANDERSONStudio,1BA$1,115
3838 N. BroadwayStudioStudio,1BA$1,145
The Onyx on CarmenStudio Apartment - UpgradedStudio,1BA$1,150

Best Value Apartments for Rent in Uptown, IL

As of July 30, 2025 the best value apartment in the Uptown area is the $0.28 price per square foot 3852 N Southport Ave Model at 3852 N Southport Ave, Unit # 02 in the in the Lakeview neighborhood starting from $2,775. The second greatest value Uptown apartment is the 5349 N Kenmore Ave Model at 5349 N Kenmore Ave, Unit G05C starting at $3,600 with a $1.80 price per square foot in the Edgewater 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.
3852 N Southport Ave, Unit # 023852 N Southport Ave2BR,1BA$0.28
5349 N Kenmore Ave, Unit G05C5349 N Kenmore Ave3BR,2BA$1.80
5125 N Kenmore Ave, Unit 35125 N Kenmore Ave3BR,2BA$1.80
5349 N Kenmore Ave, Unit 3S5349 N Kenmore Ave3BR,2BA$1.80
910 W Gunnison St, Unit 1910 W Gunnison St3BR,2BA$1.78
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.88
5350 N Broadway St, Unit 35350 N Broadway St3BR,2BA$1.70
1421 W Hutchinson St, Unit 21421 W Hutchinson St2BR,1BA$1.71
1427 W Winona St, Unit GDN1427 W Winona St2BR,1BA$2.00
1940 W Wilson Ave, Unit 1948-1S1940 W Wilson AveStudio ,1BA$1.99

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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Frequently Asked Questions about Uptown

What type of rentals are currently available in Uptown?

There are currently 1196 Apartments for Rent in Uptown, IL with pricing that ranges from $975 to $7,150. There are also 377 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $930 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 $930 to $40,000 with an average monthly rent of $3,768.

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 $2,280 to $7,150, while Three Bedroom Homes, Condos, and Townhomes for rent range from $930 to $40,000. Four Bedroom Single-Family rentals are also available starting from $2,590 and Four Bedroom Apartments start at $3,995.

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.

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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.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.