
Apartments near Old Town Square in Chicago, IL (3,099 Rentals)


1947 N Bissell

354-58 W. Dickens / 2103-11 N. Sedgwick

Hubbard 221

1935 N Sheffield Ave

2115 N Sedgwick St

851 West

1936 North Sheffield Avenue

2134-2138 N Hudson Ave

126 W Kinzie St

2134 N Cleveland St

The Nest at Lincoln Park West

2039 N Fremont St

11 E Illinois

327-329 W Webster Ave

Northwest Tower Apartments

25 W Hubbard St

1000 W Armitage Ave

2023 N Sheffield Ave

2027 N Sheffield Ave

Wolf Point East

610 N May St

Webster Square Apartments

2129 N Dayton

1039 Grand Ave

2043 N. Sheffield Ave.

1414 N Noble St

2140 N Halsted

1057 W Grand

2148 N Halsted St

Wicker Park Multi-Family 6-Unit 2BD/1BA

518 N May St

2244 N. Cleveland

1326 N Cleaver

1234 N Cleaver

2256-64 N. Lincoln Ave.

Throop 734 N

1134-1136 W Armitage Ave

1435 W Blackhawk St

1330 N Cleaver Ave

2250 N Lincoln Ave

427-433 W Belden Ave

857 W Webster St

1140-1142 W Grand Ave

413 N. Carpenter St.

2102 N Sheffield

2256 N. Cleveland

2230 N Orchard

Motley School Apartments

1249 N Greenview Ave

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,402 Studio Apartments in Chicago with rent ranges from $575 to $6,511 with an average price of $1,922.
What is the current price range for One Bedroom Chicago Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chicago ranges from $640 to $11,795 with an average monthly rent of $2,441.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $650 to $18,797. Today's average rental price for Two Bedrooms here is $2,973.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,993 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,798 for the location.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Written by: Nicole Harms
From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.