
Apartments near Winchester Plaza in Chicago, IL (548 Rentals)


7139 S Normal Blvd

7220 S Harvard Ave

7250 S Yale

8757-75 S Beverly

8600 S Paulina St

Auburn Commons

1634 W 89th St

1637 W 89th St

8552-8554 S Laflin St

8911-8921 S Justine St

1635 W 83rd St

9000 S Laflin St

9101-9109 S Ashland Ave

9000 S Bishop

9141-9147 S Ashland Ave

Brainerd Park Apartments

Brainard Apartments

8201 S Paulina Street

8201 S Marshfield Ave

9001 S Loomis St

8155 S Marshfield Ave

8151 S Marshfield Ave

1448 W 83rd

8951 S Ada St

8650 S Elizabeth St

8256-8258 S Loomis Blvd

8100-8110 S Paulina St

9101-9111 S Loomis St

8100 S Marshfield

8259 S Loomis Blvd

8109 S Ashland

8054 S Marshfield Ave

8057 S Marshfield

8100 S Justine St

1401-11 W 82nd St

8101 S Justine St

8001 S Wood St

8000 S Paulina

8052 S Laflin St

7953 S Wolcott Ave

7958 S Wood St

8000 S Marshfield Ave

7948 S Hermitage

8057 S Laflin St

8001 S Marshfield

7944 S Paulina

8056-8058 S Bishop St

9401 S Ashland Ave

1648-1652 W 80th St

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,276 Studio Apartments in Chicago with rent ranges from $595 to $4,999 with an average price of $2,042.
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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 $762 to $18,797. Today's average rental price for Two Bedrooms here is $3,055.
How expensive are Chicago Three Bedroom Apartments?
There are currently 5,030 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,657 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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.