
Apartments near Winchester Plaza in Chicago, IL (549 Rentals)


8054-8058 S Hermitage Ave

9004 S Throop St

8056 S Paulina St

8201 S Laflin St

8152 Laflin

9157 S Bishop St

8030 S Honore St

8101 S Marshfield

9218 S. Bishop

1334-1344 W 83rd St

8956-58 South Elizabeth Street/1238-40 W 90th St

8022-24 S Honore

9157 S Loomis St

9230 S Bishop St

1416-1426 W 82nd St

8009-8015 S Wood St

9158 S Ada St

8739 S Racine Ave

9145-9147 Ada Ave

9141 S Ada St

9200 S Ada St

8017 S Paulina St

1715-1725 W 80th St

9130 Throop

8000 S Hermitage Ave

1316 W 92nd St

9300 S Bishop St

8001 S Hermitage Ave

1904 W 80th St

7957-59 S Wood St

7956 S Hermitage Ave

8211 South Ada

1248-1258 W 83rd St

1332 W 82nd St

8300 S Elizabeth St

7955 S Hermitage Ave

8006-8008 S Ashland Ave

7934 S Winchester Ave

7954-7958 S Marshfield St

8000 S Ashland Ave

7936 S Wood St

1305 W 82nd St

9015 S Racine Ave

8100 S Loomis Blvd

8059 S Bishop St

7935 S Wood St

8134 S Western Ave

8000 S Justine St

7929 S Wood St

Browse Top Apartments in Chicago
Explore Chicago
Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,270 Studio Apartments in Chicago with rent ranges from $595 to $5,117 with an average price of $2,040.
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 $2,463.
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 $3,069.
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 $3,695 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.