
Luxury Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (498 Rentals) Page 6 of 10
The most luxurious Homes in the Southwest Chicago area of Chicago with high-end amenities, features, and finishes.


1044 W 18th St, Unit 3F

1018 S May St, Unit A

6447 W 63rd Pl

3738 S Calumet Ave, Unit 2S

1477 S State St

1297 W Madison St

65 E Monroe St, Unit 4503

1034 W Van Buren St

818 W Van Buren St

1028 S State St

1001 W Madison St, Unit 214

1407 W Flournoy St, Unit 2

757 S Clark St

1189 S Delano Ct

1407 S Halsted St

6204 S Kimbark Ave, Unit 2E

6204 S Kimbark Ave, Unit 1W

148 W Roosevelt Rd

376 N Desplaines St

1339 W Madison St

806 W Van Buren St

3935 S Wells St, Unit 1

1464 S Michigan Ave, Unit 1802

1151 W 14th Pl

4940 S East End Ave, Unit 17A

1450 S Wabash Ave

1169 S Plymouth Ct

1423 S State St

803 W Van Buren St

797 W Van Buren St

717 W Adams St

73 E 14th St

1325 S Michigan Ave, Unit 60605

728 N Morgan St

600 W Jackson Blvd

720 S Clark St

219 S Peoria St

1215 S Indiana Ave

799 W Van Buren St

2453 N Spaulding Ave

2453 N Spaulding Ave, Unit 2453-1

565 S Damen Ave

5117 S Kenwood Ave, Unit 103

1464 S Michigan Ave, Unit 2303

111 S Wabash Ave, Unit 6651

41 E 8th St, Unit 2738

2152 S Indiana Ave

6132 S Kimbark Ave, Unit 1W

204 S Leavitt St, Unit 302
Southwest Chicago, Chicago, IL Local Guide

How much does it cost to rent a home in Southwest Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Southwest Chicago 2 Bedroom Homes for Rent | $2,432 | $1,100 | $5,103 |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,499 | $1,200 | $7,300 |
| Southwest Chicago 4 Bedroom Homes for Rent | $2,935 | $930 | $10,000+ |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,081 | $1,210 | $7,500 |
| Southwest Chicago 6 Bedroom Homes for Rent | $5,608 | $2,900 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 498 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
Explore Chicago
Frequently Asked Questions about Southwest Chicago
What type of rentals are currently available in Southwest Chicago?
There are currently 7482 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $29,645. There are also 1240 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $625 to $12,750.
What is the current price range for Rental Homes in Southwest Chicago?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Southwest Chicago ranges from $625 to $12,750 with an average monthly rent of $2,929.
How much are larger Three and Four Bedroom Rentals in Southwest Chicago?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Southwest Chicago range from $900 to $25,822, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $7,300. Four Bedroom Single-Family rentals are also available starting from $930 and Four Bedroom Apartments start at $879.
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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.