
Apartments near Winchester Plaza in Chicago, IL (3,812 Rentals)


Damen Apartments

1401 W Winona St

4715-25 N. Leavitt

1358 W Foster Ave

4626 Wolcott Avenue Apartments

4908 - 4918 N Glenwood

2032-2034 W Eastwood Ave

1352 W Berwyn

Ravenswood Portfolio

5200 N Wayne Ave

1338 W Argyle

5630 N Ashland Ave

1342 W Winnemac Ave

2107-2109 W Eastwood Ave

The Trieuth at Lincoln Square

4641 N Paulina St

4909 N Glenwood Ave

5429 N Artesian Ave

5201 N Wayne Ave

5139-5149 Lincoln Ave

4610 N Hermitage Ave

4606 N. Hermitage

RavenLux Apartments

1330 W Argyle

2313 W Giddings St

O'Kana Ravenswood Apartments

The Lincoln

4614 N Paulina

5118 N Lincoln

1554 W Hollywood Ave

2412-2424 Catalpa St

2266 W Leland Ave

Chatoine

wolcott equities

The Schoolhouse

2201 W Eastwood Ave

4540 N Ravenswood

1261-1263 W Carmen Ave

Paulina Street Lofts

4725 N Western Ave

4615-4627 N Ashland Ave

4651 N Greenview

1261 W Argyle

2243-51 W. Eastwood Ave.

Ravenwood

4609-4613 N Ashland Ave

Canvas at Leland Plaza

1226-1234 W Winona Ave

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,417 Studio Apartments in Chicago with rent ranges from $550 to $5,798 with an average price of $1,930.
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 $11,403 with an average monthly rent of $2,487.
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 $20,403. Today's average rental price for Two Bedrooms here is $3,088.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,982 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,856 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.