
Apartments near Windsor Center in Chicago, IL (3,521 Rentals)


3412 N Halsted St

Damen Ave Apartments

5627-5633 N Winthrop Ave

567 W Stratford Pl

Reside on Stratford

3401 N Seminary

Stratford House

5634 N Kenmore Ave

Roscoe Apartments

Lincoln Flats

4003 N Damen Ave

3415 N Elaine Pl

5649 Winthrop

724-728 W Roscoe St

2131 W Giddings

1735-37 W. Waveland Ave.

867 W Roscoe St

1200-1202 W Roscoe St

5100 N Winchester Ave

646 W Roscoe St

596 W. Hawthorne

3356 N Seminary

5658 N Ridge Ave

3355 N Clark St

3843-3845 N Lincoln Ave

Belfield

1111 W Hollywood Ave

1025 Hollywood Ave

652 W ROSCOE

622-26 W. Roscoe

Ridge-Magnolia

673-75 W. Roscoe St.

3341 N Seminary Ave

1016 W Hollywood Ave

5653-59 N. Magnolia

5700 N Winthrop

3453-55 N Bosworth

Hollywood House

5662 N Ridge Ave

2100-2112 W Ainslie St

2118 W. Berteau

1301 W Roscoe Street

3401 N Southport Ave

The Winthrop Place

4535-4541 N Leavitt St

710-716 W Buckingham Pl

5713-5715 N Kenmore Ave

5131-5139 N Damen Ave

2117 W Ainslie

Browse Top Apartments in Chicago
Explore Chicago
Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,308 Studio Apartments in Chicago with rent ranges from $595 to $5,916 with an average price of $2,031.
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 $3,060.
How expensive are Chicago Three Bedroom Apartments?
There are currently 5,052 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,692 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.