
Apartments near Winchester Plaza in Chicago, IL (3,707 Rentals)


1251 W Rosemont Ave, Unit 1251 West Rosemont Avenue

3831 N Fremont St, Unit 3831 North Fremont Street

1555 W Hollywood Ave, Unit 206

940 W Winona St, Unit 710

1555 W Hollywood Ave, Unit 306

4832 N Winthrop Ave, Unit 1R

940 W Winona St, Unit 207

4937 N St Louis Ave, Unit 2S

4611 N Broadway, Unit 4611 North Broadway

2754 W North Shore Ave, Unit 2754 West North Shore Ave

Total Monthly Price
6044 N Winthrop Ave, Unit SI ID1359788P

1130 W Winona St, Unit 404

5010 N Sheridan Rd, Unit 406

Total Monthly Price
1049 W Lawrence Ave, Unit SI ID1058522P

817 W Lakeside Pl, Unit 817 West Lakeside Place

1352 W Carmen Ave, Unit 1352 West Carmen Avenue

4600 N Broadway, Unit 311

817 W Lakeside Pl, Unit 817 West Lakeside Place

5208 N Sawyer Ave, Unit 1

2624 W Devon Ave, Unit 301

2754 W North Shore Ave, Unit 2S

5710 N Rockwell St, Unit garden

6259 N Lakewood Ave, Unit 1N

1225 W Addison St, Unit 1

663 W Grace St, Unit 2

5208 N Sawyer Ave, Unit one

Total Monthly Price
6044 N Winthrop Ave, Unit SI ID1363914P

5021 N Damen Ave, Unit 2

Total Monthly Price
6229 N Wayne Ave, Unit SI ID1372301P

2854 W Farragut Ave, Unit 1st Floor

1201 W Waveland Ave, Unit 3

2402 W Carmen Ave, Unit 3

Total Monthly Price
6149 N Broadway, Unit SI FL4-ID1272

5051 N Glenwood Ave, Unit 3

5649 N Christiana Ave, Unit 3

3727 N Wayne Ave, Unit 1

2417 W Farragut Ave, Unit 2

1775 Highland, Unit 312

1039 W North Shore Ave, Unit 2

Total Monthly Price
5050 N Broadway, Unit SI FL4-ID383

Total Monthly Price
5050 N Broadway, Unit SI FL3-ID380

6441 N Seeley Ave, Unit 1

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,224 Studio Apartments in Chicago with rent ranges from $600 to $9,999 with an average price of $2,080.
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 $200 to $9,070 with an average monthly rent of $2,464.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $850 to $24,461. Today's average rental price for Two Bedrooms here is $3,044.
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 $695 to $38,481 - averaging $3,718 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
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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
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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
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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

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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.






