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


1416 W Rascher Ave

2442 W Winnemac Ave

2144 W Eastwood Ave

4644 N Paulina

4911-4919 N Lincoln Ave

4603-4609 N Walcott Ave

2206 W Eastwood

1403-1409 W Rascher Ave

5442 N Western Ave

1423 W Catalpa Ave

5726 N Hermitage Ave

5622 N Clark St

4615-4625 N Hamilton Ave

2022 W Wilson Ave

5438 N Glenwood Ave

1322 W Winnemac Ave

5061-5067 N Lincoln Ave

5730-5732 N Hermitage Ave

5107 N Lincoln Ave

5748 N Hermitage Ave

5153-5159 N Lincoln Ave

5137 N Lincoln Ave

5418 N Artesian Ave

2260-2270 W Leland Ave

4936 N Lincoln Ave

1408-1410 W Catalpa Ave

2171 W Eastwood Ave

1313 W Carmen Ave

Lincoln Center

5151 N Lincoln Ave

1425 W Gregory St

4717-4747 N Clark St

1315 W Carmen Ave

Ravenswood Portfolio

Fountain View

1312-14 W Argyle St

5647-5653 N Clark St

4625 N Leavitt

5411 N Campbell Ave

4630-4632 N Ashland Ave

5018-5040 N Lincoln Ave

Legacy Lincoln Square

4717-4729 N Lincoln Ave

5347 N Wayne Ave

2423 W Gunnison St

1256-1258 W Winona St

1262-1264 W Winona St

4609-4619 N Paulina St

2261 W Leland Ave

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,206 Studio Apartments in Chicago with rent ranges from $595 to $9,919 with an average price of $2,040.
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 $10,307 with an average monthly rent of $2,473.
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 $3,043.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,968 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,748 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.