
Apartments near Winchester Plaza in Chicago, IL (3,801 Rentals)


905 W Lawrence Ave

Crescent Drive Apartments

Glengarry Apartments

Crescent Drive Apartments

Eastwood Apartments

The Sovereign Apartments

5800 North Sheridan

1441 W. Berteau Ave.

Sheridan View Apartments

The Kenmore on Edgewater

5724-26 N Mozart St

2300 W Granville Ave

The Kenmore Court

6201-6205 N Claremont Ave

Emerald Tower

Thome Hermitage Building

1350 W Hood Ave

4527-4537 Sheridan Rd

4054-4056 N Paulina St

4939 N Whipple St

4053 N Leavitt St

2208-2216 W Thome Ave

1332 W Hood Ave

4838 N Sacramento Ave

Riverside Building

Sheridan Lake Apartments

934-936 W Windsor Building

Winthrop 6000

1949-1951 W Cuyler Ave

1052-1084 W Thorndale Ave

Whipple Apartments

6155-6157 N Artesian Ave

Portrait

5907-5909 N Kenmore Ave

1400 W. Warner

4901-4907 N Whipple St

6337-6339 N Ridge Ave

Chicago Apartments

3001 W Lawrence Ave

4362 N Kenmore Ave

Wilson Yard

4028-4030 N Paulina St

Wilson Windsor Apartments

Crescent Drive Apartments

5906 N Sheridan Rd.

936 W Sunnyside

6207 N Glenwood Ave

850 Eastwood

6011-6015 N Winthrop Ave

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,246 Studio Apartments in Chicago with rent ranges from $595 to $4,966 with an average price of $2,026.
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 $640 to $9,987 with an average monthly rent of $2,462.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $500 to $18,797. Today's average rental price for Two Bedrooms here is $3,033.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,983 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,673 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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.