Cheap Homes for Rent in Uptown Chicago Neighborhood of Chicago, IL from $1,000 (52 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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

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 4180 N Marine Dr

4180 N Marine Dr

ChicagoIL60613
property at 817 W Lakeside Pl

817 W Lakeside Pl

ChicagoIL60640

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

Read Article

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.

Read Article

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.

Read Article
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 Sheridan Park LLC priced from $1,095. Times Square Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,099. Here are the most affordable Uptown Chicago apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Sheridan Park LLCStudio in UptownStudio,1BA$1,095
Times Square ApartmentsStudio Floor Plan S2Studio,1BA$1,099
Issel BuildingStudio'sStudio,1BA$1,100
The Onyx on SheridanUpgraded Studio ApartmentStudio,1BA$1,125
The EdisonStudio | 1 bath - EFFRStudio,1BA$1,146
The Onyx on CarmenUpgraded Studio ApartmentStudio,1BA$1,150
Wyndham ApartmentsStudio Floor Plan S1Studio,1BA$1,175

Best Value Apartments for Rent in Uptown Chicago, IL

As of November 09, 2025 the best value apartment in the Uptown Chicago area is the $1.66 price per square foot 4101 N Kenmore Ave Model at 4101 N Kenmore Ave, Unit M01H in the in the Lakeview neighborhood starting from $2,995. The second greatest value Uptown Chicago apartment is the 1452 W Winnemac Ave Model at 1452 W Winnemac Ave, Unit 3 starting at $3,295 with a $1.94 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.
4101 N Kenmore Ave, Unit M01H4101 N Kenmore Ave3BR,2BA$1.66
1452 W Winnemac Ave, Unit 31452 W Winnemac Ave2BR,1BA$1.94
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.88
4318 N Sheridan Rd, Unit 24318 N Sheridan Rd2BR,2BA$1.75
4452 N Sheridan Rd, Unit 34452 N Sheridan Rd2BR,2BA$1.80
4445 N Sheridan Rd, Unit 4452-34445 N Sheridan Rd2BR,2BA$1.93
4452 N Sheridan Rd, Unit 24452 N Sheridan Rd2BR,2BA$1.93
1940 W Wilson Ave, Unit 1954-2BB1940 W Wilson Ave2BR,1BA$1.77
900 W Montrose Ave906 Montrose - 2 Bed /1 bath2BR,1BA$1.80
4750 N Sheridan Rd, Unit 14750 N Sheridan Rd1BR,1BA$1.69

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Read Article
Decorative image

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

Read Article
Decorative image

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.

Read Article
Decorative image

A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com

Read Article
Decorative image

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Uptown Chicago, Chicago, IL

Ranked #27

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

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 828 Apartments for Rent in Uptown Chicago, IL with pricing that ranges from $1,000 to $5,478. There are also 178 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown Chicago ranging from $1,080 to $5,995.

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 $1,080 to $5,995 with an average monthly rent of $2,629.

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 Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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.