
Apartments near Winchester Plaza in Chicago, IL (3,999 Rentals)


672 W Sheridan Rd, Unit A01C

4423 N Wolcott Ave, Unit 3B

818 W Lakeside Pl, Unit A00C

820 W Lakeside Pl, Unit A00C

4318 N Sheridan Rd, Unit 2

854 W Waveland Ave, Unit 854G

5708 N Winthrop Ave, Unit A01C

1248 W Rosedale Ave, Unit 1

823 W Lakeside Pl, Unit A01C

4733 N Western Ave, Unit 205

1334 W Bryn Mawr Ave, Unit 3

3611 N Greenview Ave, Unit 3

822 W Waveland Ave, Unit 816-24

1555 W Hollywood Ave, Unit 305

6719 N Hermitage Ave, Unit 4A

4918 N Lincoln Ave, Unit 3BD

1422 W Rosemont Ave, Unit 1

3837 N Greenview Ave, Unit 3W

1411 W Byron St, Unit 3852-Southport-2

3611 N Greenview Ave, Unit 3

4104 N Sheridan Rd, Unit 402

3825 N Greenview Ave, Unit 3819.5 - 3E

3818 N Sheffield Ave, Unit 1

1916 W Winona St, Unit 1932-3

5067 N Wolcott Ave, Unit 1

2612 W Gunnison St, Unit 2610-2R

3820 N Greenview Ave, Unit 3W

1014 W Grace St, Unit #944-C101
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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 2,874 Studio Apartments in Chicago with rent ranges from $575 to $20,000 with an average price of $2,095.
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 $750 to $20,000 with an average monthly rent of $2,635.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $900 to $27,256. Today's average rental price for Two Bedrooms here is $3,208.
How expensive are Chicago Three Bedroom Apartments?
There are currently 4,075 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $1,050 to $38,481 - averaging $3,730 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.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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.