
Apartments near Old Town Square in Chicago, IL (3,028 Rentals)


1950 Hudson Ave

800 N Michigan Ave

The Caravel

RBL Building

420-426 W Grand Ave

The Palmolive Condos

509 W Armitage Ave

24 W Erie St

1913 N Halsted St

953 W Willow St

Silver Tower

The Grand Orleans

642 N Dearborn St

1835 N Bissell St

329 W Armitage Ave

1059 W Fry St

410 W Grand Ave

1825 N Bissell St

948-952 W Huron St

River West Two Condo Association

1101 W Chestnut St

945 W Huron St

The Mayfair

448-456 W Armitage Ave

541 N Wells St

1840 N Bissell St

1948 N Burling St

The Regent

854 N May St

904 W Erie St

209 E Lake Shore Dr

1950 N Burling St

Contemporaine

200-202 E Walton St

The Pinnacle

1938 Halsted St

938 N Elston Ave

City Towne Lofts

701-703 W Armitage Ave

683-685 N Milwaukee Ave

710 N Rush St

651 N Milwaukee Ave

Six91 Milwaukee

Millennium Centre

707-709 N Milwaukee Ave

669 N Milwaukee Ave

The Pointe

210 E Walton Pl

2026 N Orleans 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.