
Apartments near Winchester Plaza in Chicago, IL (3,792 Rentals)


East Point Condo

6301 N Rockwell St

East Point

Buena Vista Condos

Manors of Whipple

The Lofts at 1800

6351 N Lakewood Ave

Condominium on the Lake

Claremont Court Condo

Granville Beach Condominiums

4343 N Clarendon Ave

Claremont

Buena Landmark

6455 N Wayne

6300 N Sheridan Rd

4226-30 N. Whipple St.

3844 N Clark ST

Sheridan Point Condominiums

1022-1024 W Dakin St

1826 W Patterson

720 W Gordon Terrace

3713-3733 N Southport Ave

3720 N Wayne Ave

3900 N Sheridan Rd

3740 N Magnolia Ave

4027 N Broadway

5711-5721 N Kimball Ave

3701 N Southport Ave

3657 N Janssen Ave

1615-1625 W Columbia Ave

The Waterford

731 W Bittersweet Pl

Lakeside 1116

4201-4205 N Sawyer Ave

Bittersweet Condominium

Lake Park Plaza

The Pattington

1302 W Addison

Park Place Tower

Coronado

Park View East

1138 W Addison St

Lake Shore Towers

3903 N Kedzie Ave

3335-3337 W Belle Plaine Ave

3900 N Lake Shore Dr

3750 N Lake Shore Dr

The Dakota

815-817 W Addison St

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,212 Studio Apartments in Chicago with rent ranges from $595 to $9,922 with an average price of $2,038.
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 $2,465.
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 $3,034.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,977 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,738 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.