
Apartments near Winchester Plaza in Chicago, IL (3,791 Rentals)


2412-2416 W Bryn Mawr Ave

1226 W Winnemac Ave

4516 N Seeley Ave

4700 N Western Ave

4620-4636 N Lincoln Ave

Multi-Family Bldg

1232-1234 W Argyle St

2502-2510 W Catalpa Ave

1219 W Foster Ave

1216-1222 W Carmen Ave

5303 N Rockwell St

4712-4724 N Beacon St

4916 N Magnolia Ave

2229 W Wilson Ave

4601 N Lincoln Ave

4741 N BEACON

5514 N Campbell Ave

4750-4752 N Malden St

1526 W Edgewater Ave

5543 N Campbell Ave

1215 W Winona St

4886-4900 N Magnolia Ave

4729-4731 N Beacon Ave

4649-4651 N Dover St

2416-2420 W Leland Ave

2608-2610 W Foster Ave

Sunnyside Apartments

4441-4455 N Damen Ave

5827-5829 N Paulina St

1328-1330 W Bryn Mawr Ave

5820 N Clark St

4444-4446 N Wolcott Ave

1535 W Victoria St

5627 N Glenwood Ave

4740 N Malden St

4541 N Lincoln Ave

4870 N Magnolia Ave

1763-1765 W Sunnyside Ave

1336 W Bryn Mawr Ave

5552 N. Lakewood

4942 N Rockwell St

4507-4509 N Paulina St

Ravenswood

2623-2625 W Farragut Ave

2212 W Sunnyside Ave

4637 N Dover St

2627 W Farragut Ave

1316 W Bryn Mawr Ave

Robey Condominiums

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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.