
Apartments near Winchester Plaza in Chicago, IL (3,793 Rentals)


5614 N Kimball Ave

6715 N Hermitage Ave

The Palomar

Montserrat at Loyola Station

925 W. Dakin

854 W. Waveland

2000 W Addison St

6635-6655 N Newgard Ave

5737 N Kimball

3600-3602 North Hermitage Avenue

1314-1320 W Waveland Ave

Ann Lenore Apartments

6654 N Newgard

3834 N Sheffield

1101-11 W. Grace St.

6701-6711 N Greenview Ave

Albion at Loyola Station

3055-3057 W Belle Plaine Ave

3824

3647 N Southport Ave

4952 N Saint Louis Ave

901 W Dakin St

3401-3403 W Wilson Ave

732 Bittersweet Apartments

Fremont Square

3434-3440 W Bryn Mawr Ave

St. Louis Apartments

Wrigleyville

3806-3816 N Sheffield Ave

3834-3842 N Wilton Ave

6701 N. Glenwood

1033 W Loyola

913-915 W Sheridan Rd

Irving Courts by Reside

909 W Sheridan Rd

6726 N Glenwood Ave

6439-45 N Richmond St

901-903 W Sheridan Rd

1436-1438 W Addison St

1523-1525 W Addison St

ILUX

1418 W Addison St

1420 W Addison St

Reside on Irving Park

6515-6519 N Francisco Ave

4411 N Kimball Ave

Matanic Apartments

839 W. Sheridan

3933 N. Clarendon

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,383 Studio Apartments in Chicago with rent ranges from $550 to $5,466 with an average price of $1,944.
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 $2,486.
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 $20,257. Today's average rental price for Two Bedrooms here is $3,094.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,975 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,862 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.