
Apartments near Winchester Plaza in Chicago, IL (3,918 Rentals)


841 W Sunnyside Ave

847-849 W Sunnyside Ave

901 W Agatite Ave

The Horizon on Kenmore

6201-6203 N Talman Ave

828-838 W Sunnyside Ave

846-848 W Agatite Ave

845 W Sunnyside Ave

6150 N Winthrop Ave

906 W Montrose Ave

4415 N Hazel St

Belfield

4327-4333 N Francisco Ave

829 W Sunnyside Ave

2301-2305 W Devon Ave

1456-1458 W Highland Ave

The Legacy HB at Clarendon Park

6301-6303 N Wayne Ave

Winthrop Tower

825 W Sunnyside Ave

845 W Agatite Ave

Ridge Apartments

3945-59 N. Janssen Ave.

1101 W Granville Ave

Lincoln Flats

Kenmore 6138-6142

Park North

3119-3125 W Lawrence Ave

6306-6308 N Lakewood Ave

819-821 W Sunnyside Ave

2343-2345 W Irving Park Rd

6313-6315 N Wayne Ave

4915 N Kedzie

4927-4933 N Kedzie Ave

820 W Agatite Ave

3055-3057 W Eastwood Ave

Mozart Plaza

805-815 W Sunnyside Ave

Marquis Apartments

Artists in Residence I & II

920 W Cullom

Hazel Place

4705 N Troy St

840 W Montrose Ave

6253 N Rockwell St

6334-6338 N Artesian Ave

1403-1411 W Irving Park Rd

2349 W Devon Ave

Sherway Towers
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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,368 Studio Apartments in Chicago with rent ranges from $550 to $6,511 with an average price of $1,926.
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 $650 to $15,069 with an average monthly rent of $2,421.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $650 to $18,797. Today's average rental price for Two Bedrooms here is $2,966.
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 $720 to $38,481 - averaging $3,739 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

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.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.