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


1714-1716 N Wells St

1726 N Mohawk St

757 Orleans at Chicago

1623 N Halsted St

1632 N Burling St

30 E Division St

30 E Elm St

West Chestnut Condominiums

The Montgomery

Bradley Apartments

1740-1742 N North Park Ave

Astor-Banks Condominium

1210 N Astor St

1640 N Burling St

1516 N State Pky

150 W Eugenie St

1631 N Halsted St

1625 N Halsted St

1629 N Halsted St

915 N Dearborn St

1648 N Burling St

One River Place

Moody Bible Institute Residence Halls

19 E Cedar St

236 W Willow St

1555 N Dearborn Pky

The Warwick

No. 9 Walton

Goudy Square Park

1540 N State Pky

1209 N Astor St

641 W Willow St

1752 N Mohawk St

65-67 W Chestnut St

1550 N State

40 E Cedar St

Tuxedo Park Townhomes

1500 N Astor St

1653 N Halsted St

1657 N Halsted St

1443 N Astor St

70 East Scott West Wing

1805 N Sedgwick St

299 Menomonee St

45 E Cedar St

1719 N Burling St

1721 N Burling St

71 E Division St

1449 N Astor St

Browse Top Apartments in Chicago
Explore Chicago
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.