
Apartments near Old Town Square in Chicago, IL (3,030 Rentals)


1528 W Chestnut St

1417 N Ashland Ave

1425 N Ashland Ave

1451-1453 N Ashland Ave

1541 W Walton St

1125 W Webster Ave

1350 W Grand Ave

1108 W Webster Ave

1529 W Chestnut St

951 W Belden Ave

1536 W North Ave

1500-1510 W Chicago Ave

1433 W Huron St

1618 N Bosworth Ave

One Fulton Market

548 W Fullerton Pkwy

1108-1110 N Ashland Ave

1452 W Huron St

2232 N Kenmore Ave

2107 N Magnolia Ave

1547 W Walton St

1410-1412 N Ashland Ave

1512 W Chicago Ave

957 N Ashland Ave

1436 W Erie

1360 W Grand Ave

1523 W Fry St

1542 W Chestnut St

1535 W Pearson St

943 N Ashland Ave

515 N Noble St

1048 N Ashland Ave

1607 W Le Moyne St

1636 N Bosworth Ave

1646 N Bosworth Ave

1642 N Bosworth Ave

Warehouse Lofts

1030 N Ashland Ave

1026 N Ashland Ave

Lincoln Yards

1612 W Beach Ave

1460 W Huron St

ParkView Condominiums

1453 W Huron St

2403-2407 N Orchard St

925 N Ashland Ave

1602-1604 W Augusta Blvd

1619 N Ashland Ave

1650-1652 N Bosworth Ave

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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.