
Apartments near Winchester Plaza in Chicago, IL (542 Rentals)


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

9230 S Bishop St

9157 S Loomis St

8956-8958 S Elizabeth St

8022-24 S Honore

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

7934 S Winchester Ave

8211 South Ada

1248-1258 W 83rd St

7956 S Hermitage Ave

7957 S Wood St

8300 S Elizabeth St

7955 S Hermitage Ave

1332 W 82nd St

8006-8008 S Ashland Ave

7954-7958 S Marshfield St

8000 S Ashland Ave

1305 W 82nd St

7936 S Wood 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

9355-9359 S Laflin St

8602 S Aberdeen St

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,382 Studio Apartments in Chicago with rent ranges from $550 to $5,322 with an average price of $1,933.
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 $11,753 with an average monthly rent of $2,490.
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 $3,078.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,962 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,945 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

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.