
Apartments near Winchester Plaza in Chicago, IL (3,913 Rentals)


843 W Windsor Ave

1619-1625 W Irving Park Rd

6117 N Winthrop Ave

4322 N Sheridan Rd

841 W Windsor Ave

6121 N Winthrop Ave

3934 N Hermitage Ave

1432 W Rosemont Ave

6048 N Fairfield Ave

1544 W Highland Ave

4309-4311 N Kenmore Ave

6401-6403 N Damen Ave

826 W Windsor Ave

900-902 W Agatite Ave

4042 N Southport Ave

1416-1418 W Rosemont Ave

2854-2860 W Montrose Ave

1349-1355 W Rosemont Ave

917 W Agatite Ave

3950 N Hoyne Ave

2737 W Glenlake Ave

1730 W Devon Ave

6014 N California Ave

831-33 W Windsor Ave

5052-5054 N Troy St

2720-2724 W Glenlake Ave

3948 N Hoyne Ave

6337-6341 N Oakley Ave

6202-6204 N Rockwell

6301 N Artesian Ave

4901 N Troy St

2046 W Devon Ave

6319-6321 N Greenview Ave

4247 N Kenmore Ave

4316 N Sheridan Rd

1510 W Highland Ave

The Winthrop Commons

3923 N Hoyne Ave

3101-3107 W Lawrence Ave

6309-6311 N Artesian Ave

6217-6219 N Magnolia Ave

2249 W Irving Park Rd

La Belle House

1911 W Larchmont Ave

4235-4237 N Kenmore Ave

Larchmont Lofts

1720 W Devon Ave

2820-2822 W Peterson Ave

825 W Windsor Ave
Chicago, IL Local Guide

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,401 Studio Apartments in Chicago with rent ranges from $550 to $5,728 with an average price of $1,914.
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 $15,732 with an average monthly rent of $2,422.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $700 to $21,623. Today's average rental price for Two Bedrooms here is $2,988.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,996 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $755 to $38,481 - averaging $3,724 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.