Cheap Homes for Rent in Uptown Neighborhood of Chicago, IL from $1,100 (168 Rentals)

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property at 4547 N Dover St

4547 N Dover St

ChicagoIL60640

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 Ashland Avenue Apartments priced from $975. 3838 N. Broadway has the second lowest priced unit, which is a Studio apartment currently listed from $1,095. Here are the most affordable Uptown apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Ashland Avenue ApartmentsStudio AStudio,1BA$975
3838 N. BroadwayStudioStudio,1BA$1,095
Onyx on SheridanStudio - UpgradedStudio,1BA$1,125
The Onyx on CarmenStudio Apartment - UpgradedStudio,1BA$1,150
3834 N SheffieldStudioStudio,1BA$1,165
4241 Kenmore ApartmentsStudio UnitsStudio,1BA$1,200
1325 W WilsonStudioStudio,1BA$1,217
Wyndham ApartmentsStudio Floor Plan S2Studio,1BA$1,283

Best Value Apartments for Rent in Uptown, IL

As of June 18, 2025 the best value apartment in the Uptown area is the $1.97 price per square foot 4 Bed/2.5Bath Duplex Model at 1647 W Irving Park Rd in the in the Lakeview neighborhood starting from $6,500. The second greatest value Uptown apartment is the 4625 N Dover St Model at 4625 N Dover St, Unit G starting at $2,750 with a $1.25 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 ListingModel NameBed/BathPrice Per Sq.Ft.
1647 W Irving Park Rd4 Bed/2.5Bath Duplex4BR,2.5BA$1.97
4625 N Dover St, Unit G4625 N Dover St2BR,2BA$1.25
1031 W Dakin St, Unit 11031 W Dakin St3BR,2BA$1.70
910 W Gunnison St, Unit 1910 W Gunnison St3BR,2BA$1.78
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.72
845 W Leland Ave, Unit 2845 W Leland Ave2BR,2BA$1.90
900 W Montrose Ave4408 Hazel 2 bed Grdn2BR,1BA$1.82
4326 N Kenmore Ave4/14BR,1BA$1.82
3931 N Clarendon Ave, Unit 1093931 N Clarendon Ave1BR,1BA$1.72
Ashland Avenue ApartmentsStudio AStudio ,1BA$1.95

Quick Rent Budget Calculator

How much rent can you afford?

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Frequently Asked Questions about Uptown

What type of rentals are currently available in Uptown?

There are currently 1124 Apartments for Rent in Uptown, IL with pricing that ranges from $975 to $40,000. There are also 425 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,150 to $9,995.

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 $1,150 to $9,995 with an average monthly rent of $3,609.

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 $1,075 to $40,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $5,850. Four Bedroom Single-Family rentals are also available starting from $3,495 and Four Bedroom Apartments start at $2,500.

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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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.

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

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.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.