
Apartments near Old Town Square in Chicago, IL (3,028 Rentals)


1957 N Bissell St

2020 N Halsted St

1946 N Bissell St

857 W Armitage Ave

811-813 N Racine Ave

The Pierre

1872 N Clybourn Ave

901-903 W Armitage Ave

907 W Armitage Ave

917 W Armitage Ave

400 N Orleans St

2128 N Lincoln Ave

1928 N Sheffield Ave

Pearson on the Park Condos

440 N Halsted St

449 N Green St

401-409 N Milwaukee Ave

854 W Armitage Ave

1945 N Sheffield Ave

2124 N Hudson

116 E Ontario St

Plaza on Dewitt

2120 N Lincoln Park W

916 W Armitage Ave

1940 N Sheffield Ave

2128 N Hudson Ave

Halsted Hubbard Condominiums

440-446 N Green St

2135 N Hudson Ave

922-924 W Armitage Ave

1900 N Maud Ave

2130-2132 N Lincoln Park W

1954 N Sheffield Ave

1956 N Sheffield Ave

948 W Armitage Ave

2100 N Halsted St

2144 N Lincoln Park W

1003 W Armitage Ave

The Pearson

2052 N Dayton St

954 W Armitage Ave

2058 N Dayton St

439 W Webster Ave

439 W Webster St

Original Town Of Chicago

440 N State St

412 N Clark St

The Belvedere

2044 N Fremont St

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,276 Studio Apartments in Chicago with rent ranges from $595 to $4,999 with an average price of $2,042.
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 $9,987 with an average monthly rent of $2,465.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $762 to $18,797. Today's average rental price for Two Bedrooms here is $3,055.
How expensive are Chicago Three Bedroom Apartments?
There are currently 5,030 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,657 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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.