
Apartments near Old Town Square in Chicago, IL (3,029 Rentals)


The Hayden

860-862 W Lill Ave

Wrightwood Commons

852 W Lill Ave

1761 W Augusta Blvd

1806 N Paulina St

1746 - 1748 W North Ave

1400 N Milwaukee Ave

1754-1760 W North Ave

2600 N Clark St

McGuire Condominiums

1615 N Wood St

1512-1514 N Wood St

CA23 II

822 N Hermitage Ave

2623 N Hampden Ct

1010 N Wood St

1601 W Grand Ave

1814 N Paulina St

1261-1263 N Honore St

2520 N Sheffield Ave

515 W Wrightwood Ave

Lakewood Commons

Six North Michigan Building

Tru Lofts

874-878 W Lill Ave

Madison+Carpenter

1807 W Augusta Blvd

939-949 W Madison St

North Hampden Condominiums

533 W Wrightwood Ave

The Monroe Residences

1534 N Wood St

1378 N Wolcott Ave

1427 N Milwaukee Ave

120 N Willard Ct

912 N Wood St

175 N Ada St

857 W Wrightwood Ave

1141 W Washington Blvd

340 On The Park

1815 W Augusta Blvd

1617 W Grand Ave

1412 N Elk Grove Ave

1654 W Cortland St

2233 Janssen Ave

1431-1437 N Milwaukee Ave

1420 W Fulton St

1351 N Lincoln St

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,291 Studio Apartments in Chicago with rent ranges from $595 to $5,915 with an average price of $2,043.
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 $19,071. Today's average rental price for Two Bedrooms here is $3,062.
How expensive are Chicago Three Bedroom Apartments?
There are currently 5,024 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,680 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.