Luxury Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (518 Rentals) Page 2 of 11

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The most luxurious Homes in the Southwest Chicago area of Chicago with high-end amenities, features, and finishes.

property at 5251 S Hamlin Ave

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

3 Bedroom, 2 Bath Home for Rent

Available Now

5251 S Hamlin Ave

ChicagoIL60632
property at 1 E 8th St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 2 Bath Condo for Rent

Available May 15

1 E 8th St, Unit # 0505

1 E 8th St
ChicagoIL60605
property at 1 E 8th St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

2 Bedroom, 2 Bath Condo for Rent

Available May 14

1 E 8th St, Unit 505

1 E 8th St
ChicagoIL60605
property at 1322 S Wabash Ave

$2,875 - $3,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,875 - $3,100

Total Monthly Price
$2,875 - $3,100

2 Bedroom, 2 Bath Condo for Rent

Available Now

1322 S Wabash Ave

ChicagoIL60605
property at 1250 S Indiana Ave

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

1250 S Indiana Ave, Unit 609

1250 S Indiana Ave
ChicagoIL60605
property at 884 S Park Ter

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

884 S Park Ter, Unit 703

884 S Park Ter
ChicagoIL60605
property at 6 S Laflin St

$2,900 - $3,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,900 - $3,250

Total Monthly Price
$2,900 - $3,250

1 To 2 Bedroom Condos for Rent

Available Mar 15

6 S Laflin St

ChicagoIL60607
property at 842 W Adams St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1.5 Bath Condo for Rent

Available Apr 1

842 W Adams St, Unit # 03

842 W Adams St
ChicagoIL60607
property at 500 S Clinton St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1.5 Bath Condo for Rent

Available Apr 15

500 S Clinton St, Unit 330

500 S Clinton St
ChicagoIL60607

Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

property at 4247 S Prairie Ave

$2,980

Total Monthly Price

Total Monthly Price

Base Rent
$2,980

Total Monthly Price
$2,980

4 Bedroom, 3 Bath Home for Rent

Available Now

4247 S Prairie Ave

ChicagoIL60653
property at 6103 S Kenwood Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

3 Bedroom, 2 Bath Condo for Rent

Available Aug 1

6103 S Kenwood Ave, Unit 3S

6103 S Kenwood Ave
ChicagoIL60637
property at 1000 E 53rd St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

1000 E 53rd St, Unit 1000 Condo

1000 E 53rd St
ChicagoIL60615
property at 1600 S Indiana Ave

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 2 Bath Condo for Rent

Available Now

1600 S Indiana Ave, Unit 1308

1600 S Indiana Ave
ChicagoIL60616
property at 1345 S Wabash Ave

$3,100 - $3,250

Total Monthly Price

Total Monthly Price

Base Rent
$3,100 - $3,250

Total Monthly Price
$3,100 - $3,250

2 Bedroom, 2 Bath Condo for Rent

Available Now

1345 S Wabash Ave

ChicagoIL60605
property at 1315 S Wabash Ave

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 2 Bath Condo for Rent

Available Apr 5

1315 S Wabash Ave, Unit 507

1315 S Wabash Ave
ChicagoIL60605
property at 320 E 21st St

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 E 21st St, Unit 604

320 E 21st St
ChicagoIL60616
property at 933 W Van Buren St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

933 W Van Buren St, Unit 902

933 W Van Buren St
ChicagoIL60607
property at 1000 W Adams St

$3,200 - $3,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

1000 W Adams St

ChicagoIL60607
property at 901 S Plymouth Ct

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

901 S Plymouth Ct, Unit 1402

901 S Plymouth Ct
ChicagoIL60605
property at 700 W Van Buren St

$3,250

Total Monthly Price

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

2 Bedroom, 2 Bath Condo for Rent

Available Mar 20

700 W Van Buren St, Unit 700 W Van Buren St 1201

700 W Van Buren St
ChicagoIL60607
property at 1500 W Monroe St

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

1500 W Monroe St, Unit 405

1500 W Monroe St
ChicagoIL60607
property at 204 S Leavitt St

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

204 S Leavitt St, Unit 303

204 S Leavitt St
ChicagoIL60612
property at 625 W Jackson Blvd

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

625 W Jackson Blvd, Unit 813

625 W Jackson Blvd
ChicagoIL60661
property at 648 W 16th St

$3,350

Total Monthly Price

Total Monthly Price

Base Rent
$3,350

Total Monthly Price
$3,350

3 Bedroom, 2 Bath Condo for Rent

Available Now

648 W 16th St, Unit 1

648 W 16th St
ChicagoIL60616
property at 843 W Adams St

$3,350 - $4,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

843 W Adams St

ChicagoIL60607
property at 611 S Wells St

$3,368

Total Monthly Price

Total Monthly Price

Base Rent
$3,368

Total Monthly Price
$3,368

2 Bedroom, 2 Bath Condo for Rent

Available Now

611 S Wells St, Unit 1208

611 S Wells St
ChicagoIL60607
property at 210 S Desplaines St

$3,375

Total Monthly Price

Total Monthly Price

Base Rent
$3,375

Total Monthly Price
$3,375

2 Bedroom, 2 Bath Condo for Rent

Available Now

210 S Desplaines St, Unit 1011

210 S Desplaines St
ChicagoIL60661
property at 910 S Michigan Ave

$3,395

Total Monthly Price

Total Monthly Price

Base Rent
$3,395

Total Monthly Price
$3,395

2 Bedroom, 2 Bath Condo for Rent

Available Now

910 S Michigan Ave, Unit 1015

910 S Michigan Ave
ChicagoIL60605
property at 1001 W Madison St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

1001 W Madison St, Unit 607

1001 W Madison St
ChicagoIL60607
property at 417 S Jefferson St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Apr 1

417 S Jefferson St, Unit 409

417 S Jefferson St
ChicagoIL60607
property at 5 E 14th Pl

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

5 E 14th Pl, Unit 501

5 E 14th Pl
ChicagoIL60605
property at 1000 W Adams St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Condo for Rent

Available Now

1000 W Adams St, Unit 314

1000 W Adams St
ChicagoIL60607
property at 47 W Polk St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

47 W Polk St, Unit 614

47 W Polk St
ChicagoIL60605
property at 1160 S Michigan Ave

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

2 Bedroom, 2 Bath Condo for Rent

Available Now

1160 S Michigan Ave, Unit 25C

1160 S Michigan Ave
ChicagoIL60605
property at 1042 S Oakley Blvd

$3,550 - $4,350

2 To 3 Bedroom Condos for Rent

Available Soon

1042 S Oakley Blvd

ChicagoIL60612

Frequently Asked Questions about Southwest Chicago

What type of rentals are currently available in Southwest Chicago?

There are currently 7517 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $550 to $31,743. There are also 1326 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $625 to $58,000.

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 $58,000 with an average monthly rent of $2,838.

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 $1,000 to $17,757, while Three Bedroom Homes, Condos, and Townhomes for rent range from $875 to $9,000. Four Bedroom Single-Family rentals are also available starting from $930 and Four Bedroom Apartments start at $1,040.

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

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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.

decorative image for Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago article

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.

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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.

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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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

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.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.