
Apartments near Old Town Square in Chicago, IL (3,033 Rentals)


1757 N Paulina St

1634 W Huron St

1346 W Webster

506 W Deming Pl

1750 W Division St

2525 N Orchard St

1239 N Wood St

Hermitage 1611

807 W Lill Ave

1755 W Division St

1316 N Wood St

458 Deming Pl

454 W Deming Pl

1700-1708 W Chicago Ave

900-924 W Madison St

1637-1639 W Huron St

639 W Wrightwood Ave

649 W Wrightwood Ave

1259 N Wood St

1133 N Wood St

635 W Wrightwood Ave

1725 W North Ave

932-940 W Madison St

Hampden Park East

1393-1397 N Milwaukee Ave

1400 W Webster Ave

22 N Morgan St

1645 W Huron St

1620 W Ontario St

2530-2534 N Orchard St

SAIC - Jones Hall

1740 W North Ave

1753 W Augusta Blvd

2437 N Seminary Ave

856 N Hermitage Ave

1804 W Division St

1320 N Wicker Park Ave

1644 N Hermitage Ave

1659 W Huron St

CA23 Condominium

1010 W Altgeld St

514 N Ashland Ave

1713 N Hermitage Ave

1628 W Ohio St

901 W Madison St

1511 N Wood St

512 N Ashland Ave

416-422 W Deming Plz

434 W Deming Pl

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,281 Studio Apartments in Chicago with rent ranges from $595 to $5,915 with an average price of $2,044.
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 $2,467.
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 $3,073.
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 $3,676 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.