
Apartments near Old Town Square in Chicago, IL (3,101 Rentals)


1117 W Fry St

700 W Grand Ave

2014-2016 N Howe St

The Callum Brian

2036 N Cleveland Ave

951-953 N Racine Ave

757-777 N Michigan Ave

2020-2022 N Howe St

1957 N Dayton St

740 N Milwaukee Ave

2043 N Mohawk St

501 N Wells St

220-232 E Walton Plz

221 E Walton Plz

Lofts at Avenir

2042 N Clark St

1873 N Sheffield Ave

707 W Grand Ave

The Montreville

Canyon Ranch Living

711 W Grand Ave

Walton Place

229 E Lake Shore Dr

1951 N Fremont St

544 N Milwaukee Ave

230 E Delaware Pl

223 E Delaware Plz

Willard Court Condominiums

North Cleveland Apartments

907 N Racine Ave

2041 N Howe St

2052 N Orleans St

999 N Lake Shore Dr

449 N Wells St

222 E Chestnut St

1035 W Huron St

1917 N Sheffield Ave

233 E Walton Pl

The Residences at the Ritz-Carlton

836 N Milwaukee Ave

990 N Lake Shore Dr

433 N Wells St

530 W Dickens Ave

1946 N Bissell St

210 E Pearson St

1957 N Bissell St

2020 N Halsted St

859 W Armitage Ave

857 W Armitage Ave
Chicago, IL Local Guide

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,391 Studio Apartments in Chicago with rent ranges from $550 to $6,511 with an average price of $1,916.
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 $588 to $11,795 with an average monthly rent of $2,444.
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 $2,955.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,999 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,758 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.