
Apartments near Winchester Plaza in Chicago, IL (3,835 Rentals)


3927-3929 N Southport Ave

The Duplex Tower

4453-4455 N Albany Ave

918 W Buena Ave

6242 N Washtenaw Ave

2150 W Arthur Ave

5320 N Sawyer Ave

6300 N Talman Ave

6428 N Newgard Ave

6340-6342 N Magnolia Ave

6448-6458 N Bell Ave

2651 W Rosemont Ave

2116 W Arthur Ave

4319-4321 N Dayton St

3844 N Bell Ave

3210 W Lawrence Ave

6301 N Washtenaw Ave

3856 N Claremont Ave

3108 W Sunnyside Ave

4066-4068 N Kenmore Ave

6243 N Fairfield Ave

6224 N Fairfield Ave

4341-4345 N Sacramento Ave

6248 N Washtenaw Ave

6239 N Fairfield Ave

4143-4145 N Sheridan Rd

6515 N Seeley Ave

4149-4151 N Sheridan Rd

4334 N Clarendon Ave

6335-6337 N Magnolia Ave

4109 N Kenmore Ave

6454-6456 N Bosworth Ave

4338 N Clarendon Ave

1461-65 W. Byron St.

3135 W Wilson Ave

6501 N Ashland Ave

6348-6350 N Magnolia Ave

6500 N Leavitt St

Mary Hartwell Catherwood Apartments

5539 N Sawyer Ave

3816 N Hermitage Ave

3201 W Leland Ave

6500-6504 N Bosworth Ave

6505 N Bell Ave

3800 N Lincoln Ave

3826-3830 N Ashland Ave

2849-2859 W Berteau Ave

LeMoyne Hall

4071 N Kenmore Ave

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,427 Studio Apartments in Chicago with rent ranges from $595 to $8,548 with an average price of $1,929.
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 $13,930 with an average monthly rent of $2,482.
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 $21,495. Today's average rental price for Two Bedrooms here is $3,104.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,993 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,871 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

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.

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.