
Apartments near Old Town Square in Chicago, IL (3,023 Rentals)


757 N Elizabeth St

1320 W Chestnut St

1020 W Armitage Ave

2029 N Sheffield Ave

1012-1016 W Armitage Ave

333 N Jefferson St

1316 W Chestnut St

624 N May St

330 N Clinton St

840 N Lake Shore Dr

1301 W Chicago Ave

1226 N Noble St

Luxury condo unit

Ogden Haus

Lincoln Park

2039 N Sheffield Ave

1151 W Erie St

1101 W Armitage Ave

1311 W Chicago Ave

1350 W Augusta Blvd

1363 W. Walton

636 W Webster Ave

The Bakery

2218 N Sedgwick St

721 N Elizabeth St

417 W Grant PL

550 N Saint Clair St

2220 N Sedgwick

230 E Ontario St

2014 N Kenmore Ave

2053-2055 N Sheffield Ave

1235 N Cleaver St

1418 W Division St

347-357 N Halsted St

636-638 N Racine Ave

The Residences of St Boniface

520 May st

2230 N Lincoln Ave

2220 N Geneva Ter

1242 W Huron St

550-560 W Fulton St

2150 N Halsted St

1418 W Blackhawk St

1227 N Cleaver St

724 N Elizabeth St

1156-1160 W Ohio St

2050 N Sheffield Ave

1420 W Blackhawk St

1413 N Cleaver St

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,276 Studio Apartments in Chicago with rent ranges from $595 to $4,999 with an average price of $2,042.
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 $18,797. Today's average rental price for Two Bedrooms here is $3,055.
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 $3,657 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.