
Apartments near Old Town Square in Chicago, IL (3,032 Rentals)


1100 N Damen Ave

2417 Greenview Ave

2426 N Janssen Ave

2016 W Evergreen Ave

2669-2671 N Lincoln Ave

1046 N Damen Ave

1112 N Damen Ave

1056-1058 N Damen Ave

1224 W Wrightwood Ave

2741 N Mildred Ave

949 N Damen Ave

941 N Damen Ave

W Ave

Contempo Court

235 W Van Buren St

2513 North Southport Avenue

935 N Damen Ave

2537 N Wayne Ave

2034 N Avondale

826 N Winchester Ave

Loomis Townhomes South

2726 N Wilton Ave

919 N Damen Ave

2741 N Kenmore Ave

702-704 W Diversey Pky

722 W Diversey Pkwy

1018-1020 N Damen Ave

835 W Diversey Ave

1307 W Wrightwood Ave

2435 N Greenview Ave

859 N Damen

841 N Damen Ave

1958 W North Ave

2727 N Sheffield AVE

25 N Bishop St

2021 W Haddon Ave

2019 W Thomas St

1550 N Damen Apartments

2815-2817 N Orchard St

940 N Damen Ave

15 N Bishop St

2518 N Southport Ave

2014 W Cortez St

21 N Bishop St

2026 W Haddon Ave

2445 N Greenview Ave

Y Condominiums

1847 W Armitage

2029 W Division St

Browse Top Apartments in Chicago
Explore Chicago
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.