
Apartments for Rent in the Southwest Chicago Neighborhood of Chicago, IL (7,763 Rentals) Page 67 of 100


4010 S Drexel Blvd

5319-5321 S Woodlawn Ave

3813 W Cermak Rd

5323-5325 S Woodlawn Ave

6141-6143 S Woodlawn Ave

Casa del Sol

2355 18th

2242 W 18th Plz

2332 W 18th Pl

2632 S Wells St

1820 S Leavitt St

7500 S Cottage Grove Ave

8014 S Vernon Ave

2137 S Millard Ave

6235 S Woodlawn Ave

3986 S Drexel Blvd

2621-2623 S Princeton Ave

5048-5056 S Woodlawn Ave

2214 W 18th Pl

3978 S Drexel Blvd

4344 S Ellis Ave

5100-5114 S Woodlawn Ave

8045-8049 S King Dr

6517 S Minerva Ave

6624 S Minerva Ave

5522 S Kimbark Ave

5454-5460 S Kimbark Ave

6217-6219 S Woodlawn Ave

7801 S Saint Lawrence Ave

5004 S Woodlawn Ave

5700-5702 S Kimbark Ave

4711 S Greenwood Ave

5616-5618 S Kimbark Ave

1213-1215 E 53rd St

1734 W 19th St

8039 S King Dr

5012 S Woodlawn Ave

5524 S Kimbark Ave

5704-5710 S Kimbark Ave

WOODLAWN DEV.'T ASSOCIATES

6225-6227 S Woodlawn Ave

2110 W 18th Pl

5018 S Woodlawn Ave

6231-6233 S Woodlawn Ave

6211-6213 S Woodlawn Ave

8051-8053 S King Dr

1217-1219 E 53rd St

2013 S Loomis St

2108 W 18th Pl
Southwest Chicago, Chicago, IL Local Guide

How much does it cost to rent an apartment in Southwest Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Southwest Chicago Studio Apartments | $1,895 | $600 | $4,995 |
| Southwest Chicago 1 Bedroom Apartments | $2,235 | $700 | $10,000+ |
| Southwest Chicago 2 Bedroom Apartments | $2,568 | $850 | $10,000+ |
| Southwest Chicago 3 Bedroom Apartments | $2,671 | $989 | $10,000+ |
| Southwest Chicago 4 Bedroom Apartments | $2,116 | $924 | $10,000+ |
| Southwest Chicago 5 Bedroom Apartments | $3,511 | $2,695 | $4,000 |
| Southwest Chicago 6 Bedroom Apartments | $16,861 | $10,000 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 7763 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
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Frequently Asked Questions about Southwest Chicago
What is the current pricing and availability for apartments for rent in the Southwest Chicago area of Chicago, IL?
As of today, July 28, 2026, there are currently 7,763 available Southwest Chicago apartments priced from $600 to $28,356, with an average monthly rent of $2,396.
How much are Studio apartments in Southwest Chicago?
There are currently 2,554 Studio Apartments in Southwest Chicago with rent ranges from $600 to $4,995 with an average price of $1,895.
What is the current price range for One Bedroom Southwest Chicago Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Southwest Chicago ranges from $700 to $10,139 with an average monthly rent of $2,235.
What does renting a Two Bedroom Apartment in Southwest Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Southwest Chicago range from $850 to $15,131. Today's average rental price for Two Bedrooms here is $2,568.
How expensive are Southwest Chicago Three Bedroom Apartments?
There are currently 1,883 Three Bedroom Apartments listings available in Southwest Chicago on ApartmentHomeLiving.com. The pricing ranges from $989 to $15,346 - averaging $2,671 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

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
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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.

Best Neighborhoods to Rent in Near Chicago's Top Employers
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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.
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.