
Apartments near Winchester Plaza in Chicago, IL (3,906 Rentals)


4911 N Whipple St

6312-6316 N Paulina St

6234-6236 N Bell Ave

The Ladonna

6214 N Claremont Ave

6235-6241 N Bell Ave

1324-1326 W Hood Ave

2044-2046 W Cuyler Ave

6217-6221 N Greenview Ave

1228 W Glenlake Ave

Shore Manor

826 W Lakeside Pl

Green Briar Apartments

5953-5955 N Winthrop Ave

4444-4446 N Sheridan Rd

921 W Wilson Ave

6242-6244 N Bell Ave

6156-6158 N Artesian Ave

4442 N Sheridan Rd

1526-1528 W Thome Ave

6054-6058 N Rockwell St

930 W Windsor Ave

937-939 W Windsor Ave

6333 N Ridge Ave

2217 W Rosemont Ave

941 W Windsor Ave

3000 W Lawrence Ave

4001-4037 N. Lincoln Ave

6248 N Bell Ave

1437-1439 W Thome Ave

830-832 W Leland Ave

4434-4436 N Sheridan Rd

1300 W Hood Ave

6243-6245 N Oakley Ave

926-928 W Windsor Ave

6334 N Hermitage Ave

920-922 W Windsor Ave

6341 N Ridge Ave

6055 N Talman Ave

925-927 W Windsor Ave

4421-4425 N Broadway St

6001-6003 N Winthrop Ave

4952 N Whipple St

4356 N Kenmore

6141-6145 N Lakewood Ave

6252-6254 N Bell Ave

4352-4354 N Kenmore Ave

1250-1252 W Hood Ave

6261-6263 N Clark St
Chicago, IL Local Guide

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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 $5,728 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 4,988 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.