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


The Pierre

907 W Armitage Ave

1872 N Clybourn Ave

811-813 N Racine Ave

Pearson on the Park Condos

2128 N Lincoln Ave

917 W Armitage Ave

1928 N Sheffield Ave

1945 N Sheffield Ave

854 W Armitage Ave

449 N Green St

116 E Ontario St

401-409 N Milwaukee Ave

2124 N Hudson

440 N Halsted St

2120 N Lincoln Park W

1940 N Sheffield Ave

916 W Armitage Ave

2128 N Hudson Ave

1900 N Maud Ave

440-446 N Green St

Halsted Hubbard Condominiums

922-924 W Armitage Ave

2135 N Hudson Ave

1954 N Sheffield Ave

1956 N Sheffield Ave

2130-2132 N Lincoln Park W

The Pearson

2052 N Dayton St

1003 W Armitage Ave

948 W Armitage Ave

2144 N Lincoln Park W

2100 N Halsted St

954 W Armitage Ave

2020 N Bissell St

Original Town Of Chicago

439 W Webster Ave

439 W Webster St

2058 N Dayton St

412 N Clark St

323 W Webster Ave

2044 N Fremont St

The Belvedere

1959 N Seminary Ave

744 N Willard Ct

1372 W Evergreen Ave

1322-1372 W Walton St

624 N May St

757 N Elizabeth St
Chicago, IL Local Guide

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,393 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.