
Apartments near Winchester Plaza in Chicago, IL (3,991 Rentals)


1910 W Winnemac Ave, Unit 1906-2

1434 W Addison St, Unit 2

3914 N Broadway St, Unit 1

3615 N Pine Grove Ave, Unit 2W

4325 N Hermitage Ave, Unit B3

4437 N Broadway St, Unit 2F

4032 N Ashland Ave, Unit 4038.5-2W

3826 N Fremont St, Unit 1

3706 N Wilton Ave, Unit 3

1954 W Winona St, Unit 1954-1

3931 N Janssen Ave, Unit 3943.5-3E

3838 N Greenview Ave, Unit 3817.5 -2E

3818 N Sheffield Ave, Unit 1

3625 N Pine Grove Ave, Unit 2W

4852 N Damen Ave, Unit 314

4805 N Wolcott Ave, Unit 2A

1950 W Wilson Ave, Unit 2R

4641 N Broadway St, Unit 1

3943 N Janssen Ave, Unit S3

3943 N Janssen Ave, Unit N3

3941 N Janssen Ave, Unit 3S

3816 N Greenview Ave, Unit 2

3828 N Sheffield Ave, Unit 2W

3927 N Clarendon Ave, Unit 203

922 W Addison St, Unit 726

1941 W Winnemac Ave, Unit 3

1944 W Leland Ave, Unit 1946-2

4614 N Paulina St, Unit A01C

4613 N Beacon St, Unit 4612-1C

4649 N Broadway St, Unit S

3818 N Sheffield Ave, Unit 3

1120 W Patterson Ave, Unit 206

1455 W Wilson Ave, Unit 2

5664 N Ridge Ave, Unit M03B

5410 N Winthrop Ave, Unit 301

4613 N Broadway St, Unit S

2409 W Berenice Ave, Unit 401

3812 N Pine Grove Ave, Unit M01B

3815 N Pine Grove Ave, Unit M02B

3702 N Pine Grove Ave, Unit M01B

1952 W Wilson Ave, Unit 3

2211 W Eastwood Ave, Unit 3

4546 N Malden St, Unit #303

4040 N Ashland Ave, Unit 1BD

3845 N Broadway St, Unit 1

2207 W Eastwood Ave, Unit 3

2209 W Eastwood Ave, Unit 3
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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 2,820 Studio Apartments in Chicago with rent ranges from $575 to $19,624 with an average price of $2,088.
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 $575 to $20,000 with an average monthly rent of $2,668.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $875 to $26,376. Today's average rental price for Two Bedrooms here is $3,238.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,117 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $38,481 - averaging $3,647 for the location.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.