Cheap Homes for Rent in Uptown Chicago Neighborhood of Chicago, IL from $1,000 (111 Rentals)

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Cheap Homes in the Uptown Chicago area of Chicago.

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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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Uptown Chicago - 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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Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

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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 Issel Building priced from $1,050. The Edison has the second lowest priced unit, which is a Studio apartment currently listed from $1,090. Here are the most affordable Uptown Chicago apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Issel BuildingStudio'sStudio,1BA$1,050
The EdisonStudio | 1 bath - EFFRStudio,1BA$1,090
Onyx on SheridanStudio - UpgradedStudio,1BA$1,125
The Onyx on CarmenStudio Apartment - UpgradedStudio,1BA$1,150
4600 Beacon0BR/1.0BAStudio,1BA$1,195
4241 Kenmore ApartmentsStudio UnitsStudio,1BA$1,200

Best Value Apartments for Rent in Uptown Chicago, IL

As of May 06, 2025 the best value apartment in the Uptown Chicago area is the $1.25 price per square foot 4625 N Dover St Model at 4625 N Dover St, Unit G in the in the Uptown Chicago neighborhood starting from $2,750. The second greatest value Uptown Chicago apartment is the 1455 W Wilson Ave Model at 1455 W Wilson Ave, Unit 2 starting at $2,750 with a $1.72 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.
4625 N Dover St, Unit G4625 N Dover St2BR,2BA$1.25
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.72
656 W Gordon Terrace, Unit 3E656 W Gordon Terrace2BR,1BA$2.00
909 W Montrose Ave, Unit M02B909 W Montrose Ave2BR,2BA$2.00
1441 W Warner Ave, Unit M07B1441 W Warner Ave2BR,1BA$1.79
900 W Montrose Ave4410 Hazel Tier 2 bed2BR,1BA$1.70
4326 N Kenmore Ave4/14BR,1BA$1.82
1010 W Sunnyside Ave, Unit M04B1010 W Sunnyside Ave2BR,1BA$1.90
4657 N Malden St, Unit M06B4657 N Malden St1BR,1BA$1.89
911 W Lawrence Ave, Unit #205911 W Lawrence Ave1BR,1BA$2.00

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Frequently Asked Questions about Uptown Chicago

What type of rentals are currently available in Uptown Chicago?

There are currently 783 Apartments for Rent in Uptown Chicago, IL with pricing that ranges from $995 to $5,964. There are also 288 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown Chicago ranging from $1,095 to $11,000.

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 $1,095 to $11,000 with an average monthly rent of $4,024.

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

For those who are looking for larger living arrangements, Three Bedroom Apartments in Uptown Chicago range from $1,175 to $5,964, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $4,200. Four Bedroom Single-Family rentals are also available starting from $3,420 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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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.