
Apartments near Winchester Plaza in Chicago, IL (3,922 Rentals)


1052-1084 W Thorndale Ave

Portrait

5907-5909 N Kenmore Ave

Winthrop 6000

1400 W. Warner

4901-4907 N Whipple St

6337-6339 N Ridge Ave

Chicago Apartments

3001 W Lawrence Ave

Crescent Drive Apartments

4362 N Kenmore Ave

Wilson Yard

4028-4030 N Paulina St

Wilson Windsor Apartments

Great apartments in the heart of Uptown, one block from the red line

5906 N Sheridan Rd.

817 W Lakeside Place

1432 N Paulina

6207 N Glenwood Ave

Kenmore Manor Apartments

4101 N Western Ave

4034 N Ashland Ave

6011-6015 N Winthrop Ave

850 Eastwood

Rosemont Leavitt Apartments

4420-4428 N Sheridan Rd

4363 N Kenmore Ave

The Windale

4003 N Damen Ave

4024 N Ashland Ave

Uptown Preservation

4957-4959 N Albany Ave

Kenmore Manor

929-935 W Sunnyside Ave

6006 N Kenmore Ave

6255 N Claremont Ave

2250-2258 W Rosemont Ave

4349-4361 N Kenmore Ave

4700-4706 N Sacramento Ave

Edgewater Glen Apartments

4324 N Kenmore Ave

The Kenmore Place

6032 N Washtenaw Ave

6225-6227 N Artesian Ave

The Arbor Winthrop South

4423 N Sheridan Rd

The Ambassador

The Arbor Winthrop North

921-27 W Sunnyside
Chicago, IL Local Guide

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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 $1,921.
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 $12,650 with an average monthly rent of $2,425.
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 $2,985.
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 $755 to $38,481 - averaging $3,759 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.