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


3 North Aberdeen Place

2611 N Halsted St

822 W Wrightwood Ave

1749 W Chicago Ave

Embry West Loop

840 W Wrightwood AVE

1001 W Madison St

Lakeview Condominium Association

2566-2570 N Lincoln Ave

1632 N Wood St

1104 W Madison St

858 N Wood St

2500 N Seminary Ave

2618 N Halsted St

842 N Wood St

1025 W Madison St

834-836 N Wood

4 North Aberdeen Place

1350-1352 N Wolcott Ave

2636-2638 N Orchard St

The Legacy at Millennium Park

1738-1740 W Huron St

845 W Monroe St

854 W Wrightwood Ave

401 E Benton Plz

1225 W Montana St

858 W Wrightwood Ave

1041 W Madison St

1801 W Wabansia Ave

2631 N Halsted St

tri-plex

1824 W North Ave

1639 W Grand Ave

454 W Wrightwood Ave

Hampden Court Condos

544 N Paulina St

16 N May St

1843 W Thomas St

1745 N Wood St

814-820 N Wood St

900 West Wrightwood

938 N Wolcott Ave

1000 W Monroe St

2617 N Mildred Ave

2620 N Dayton St

2648 N Orchard St

1837 W. Evergreen Avenue

2646 N Orchard St

1712 N Wood 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.