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


2842 N Sheffield Ave

1932 N Damen Ave

2844 N Sheffield Ave

1704 W Fullerton Ave

2436 N Marshfield Ave

2700 N Wayne Ave

1024 W Wolfram St

1152-1154 W Diversey Pky

1600 W Madison St

2015 N Damen Ave

2017 W Ohio St

Monroe Laflin Place

2001 W Race Ave

2706 N Wayne St

2432 N Clybourn Ave

Oxford Lofts

Westhaven Park Apartments (Phase IIA)

500 N Damen

2752 N Magnolia Ave

2442 N Clybourn Ave

2031 N Damen Ave

2524-2530 N Ashland Ave

35 N Paulina St

1141 W Wolfram St

2756 N Magnolia Ave

Van Buren Lofts

1210-1216 W Diversey Pky

2811 N Lincoln

2448-2450 N Clybourn Ave

2014 W Grand Ave

2733 N Wayne Ave

2700 N Southport Ave

2519 N Marshfield Ave

1953 W Dickens Ave

1228 W Diversey Parkway

ROW2750

Vanguard Lofts

1251-1253 W Diversey Pky

2036 N Damen Ave

1236 W Diversey Pky

2512 N Marshfield Ave

2546 N Ashland Ave

Paulina Park Apartments

2048 N Damen Ave

2101-2109 N Damen Ave

32 S Ashland Ave

James Court

2115 N Damen Ave

2471 N Clybourn Ave

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,292 Studio Apartments in Chicago with rent ranges from $595 to $5,929 with an average price of $2,036.
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 $2,464.
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 $3,059.
How expensive are Chicago Three Bedroom Apartments?
There are currently 5,026 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,693 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.