
Apartments near Winchester Plaza in Chicago, IL (3,843 Rentals)


1531-1533 W Highland Ave

3125 W Foster Ave

6124 N Talman Ave

1446 W Rosemont Ave

6338-6340 N Leavitt St

6247-6249 N Glenwood Ave

4319-4321 N Kenmore Ave

4302-4304 N Kenmore Ave

4336-4338 N Sheridan Rd

6324-6326 N Bell Ave

907-909 W Sunnyside Ave

Eastwood by the Lake

4340-4342 N Sheridan Rd

6251-6253 N Glenwood Ave

4315 N Kenmore Ave

841 W Windsor Ave

843 W Windsor Ave

3120-3130 W Carmen Ave

906-916 W Agatite Ave

1655 W Irving Park Rd

6157 N Broadway St

1401-1409 W Rosemont Ave

6400 N Ridge Blvd

4043-4057 N Southport Ave

6350 N Hoyne Ave

4332-4334 N Sheridan Rd

901-903 W Sunnyside Ave

4330 N Sheridan Rd

4318-4322 N California Ave

6130 N Talman Ave

6335 N Bell Ave

4957 N Troy St

5045 N Troy St

927 W Agatite Ave

6246-6248 N Wayne Ave

6334-6340 N Clark St

4042 N Southport Ave

1432 W Rosemont Ave

4316 N Sheridan Rd

3934 N Hermitage Ave

1416-1418 W Rosemont Ave

4309-4311 N Kenmore Ave

6401-6403 N Damen Ave

1349-1355 W Rosemont Ave

6121 N Winthrop Ave

4322 N Sheridan Rd

1619-1625 W Irving Park Rd

6048 N Fairfield Ave

6117 N Winthrop Ave

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,423 Studio Apartments in Chicago with rent ranges from $595 to $11,332 with an average price of $1,928.
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 $525 to $14,182 with an average monthly rent of $2,482.
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 $26,735. Today's average rental price for Two Bedrooms here is $3,092.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,983 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,847 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

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.