
Apartments near Winchester Plaza in Chicago, IL (3,806 Rentals)


1901-1909 W Granville Ave

5800 N Winthrop Ave

5630 N Sheridan Rd

5751-53 N Winthrop Ave

1025 Hollywood Ave

The Mondrian

Glengyle Beach Apartments

San Miguel Apartments

1301 W Elmdale Ave

6128--6132 N Paulina St

Wolcott Apartments

4751-4757 N Sheridan Ave

Heiwa Terrace

5749 N Winthrop Ave

2500-08 W. Pensacola Ave. / 4334-42 N. Campbell Ave

Ardmore Winthrop

1767-1775 W Granville Ave

West Argyle

4250 N Clark St

1016 W Hollywood Ave

Rockwell Manor

5713-5715 N Kenmore Ave

1416-1422 West Hutchinson Street

Montrose Apartments

Harper House

1601 W Berteau Ave

5750 N Kenmore

2928 W Summerdale Ave

5954-5956 N Magnolia Ave

6133-6137 N Clark St

2610 W Montrose Ave

Hollywood House

Edgewater Apartments

4115 N Wolcott Ave

6204-6210 N Hermitage Ave

4303 N Campbell Ave

Lakeside Square Apartments

Eastwood Towers

Kenmore 5800 N

6158 N Clark St

6118-6120 N Claremont Ave

Lakeside Tower

2405 W Hutchinson St

5841-5851 N Winthrop

1415-1417 W Hutchinson St

5730 North Sheridan

Clifton Magnolia Apartments

4105-4107 N Damen Ave

Uptown Preservation Apartments

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,395 Studio Apartments in Chicago with rent ranges from $550 to $5,670 with an average price of $1,938.
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 $12,302 with an average monthly rent of $2,492.
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 $20,033. Today's average rental price for Two Bedrooms here is $3,072.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,994 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,843 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.