Homes for Rent in the Southwest Chicago Neighborhood of Chicago, IL (1,269 Rentals) Page 2 of 26

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property at 921 S Laflin St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

3 Bedroom, 1 Bath Condo for Rent

Available Now

921 S Laflin St, Unit 02F

921 S Laflin St
ChicagoIL60607
property at 800 S Loomis St

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 3 Bath Condo for Rent

Available Now

800 S Loomis St, Unit 2

800 S Loomis St
ChicagoIL60607
property at 1617 S Michigan Ave

$4,650

Total Monthly Price

Total Monthly Price

Base Rent
$4,650

Total Monthly Price
$4,650

3 Bedroom, 3 Bath Condo for Rent

Available Now

1617 S Michigan Ave, Unit 207

1617 S Michigan Ave
ChicagoIL60616
property at 8900 S Dauphin Ave

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

2 Bedroom, 2 Bath Home for Rent

Available Now

8900 S Dauphin Ave

ChicagoIL60619
property at 1717 S Prairie Ave

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

1717 S Prairie Ave, Unit 1307

1717 S Prairie Ave
ChicagoIL60616
property at 1629 S Prairie Ave

$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

1629 S Prairie Ave, Unit 1908

1629 S Prairie Ave
ChicagoIL60616
property at 1600 S Prairie Ave

$2,495

Total Monthly Price

Total Monthly Price

Base Rent
$2,495

Total Monthly Price
$2,495

1 Bedroom, 1 Bath Condo for Rent

Available Now

1600 S Prairie Ave, Unit 1805

1600 S Prairie Ave
ChicagoIL60616

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

property at 1411 W Harrison St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

1411 W Harrison St

ChicagoIL60607
property at 1502 S Prairie Ave

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

2 Bedroom, 2 Bath Condo for Rent

Available Now

1502 S Prairie Ave, Unit G

1502 S Prairie Ave
ChicagoIL60605
property at 1400 S Michigan Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

Studio, 1 Bath Condo for Rent

Available Now

1400 S Michigan Ave, Unit 27G

1400 S Michigan Ave
ChicagoIL60605
property at 1400 S Michigan Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

1400 S Michigan Ave, Unit 1807

1400 S Michigan Ave
ChicagoIL60605
property at 1322 S Wabash Ave

$3,386

Total Monthly Price

Total Monthly Price

Base Rent
$3,386

Total Monthly Price
$3,386

2 Bedroom, 2 Bath Condo for Rent

Available Now

1322 S Wabash Ave, Unit 811

1322 S Wabash Ave
ChicagoIL60605
property at 1136 S Delano Ct W

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

1136 S Delano Ct W

ChicagoIL60605
property at 1315 S Wabash Ave

$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 Sep 1

1315 S Wabash Ave, Unit 807

1315 S Wabash Ave
ChicagoIL60605
property at 1307 S Wabash Ave

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

1307 S Wabash Ave, Unit 305

1307 S Wabash Ave
ChicagoIL60605

Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

Learn about the best places to live near major employers in Chicago with original content written by our Local Expert Nicole Harms

property at 1305 S Michigan Ave

$2,395 - $2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,395 - $2,995

Total Monthly Price
$2,395 - $2,995

1 To 2 Bedroom Condos for Rent

Available Now

1305 S Michigan Ave

ChicagoIL60605
property at 2135 W Adams St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

2135 W Adams St, Unit 02

2135 W Adams St
ChicagoIL60612
property at 1224 W Van Buren St

$2,362 - $5,103

Total Monthly Price

Total Monthly Price

Base Rent
$2,362 - $5,103

Total Monthly Price
$2,362 - $5,103

Studio To 2 Bedroom Condos for Rent

Available Now

1224 W Van Buren St

ChicagoIL60607
property at 1250 W Van Buren St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 1 Bath Condo for Rent

Available Now

1250 W Van Buren St, Unit 605

1250 W Van Buren St
ChicagoIL60607
property at 233 E 13th 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 Now

233 E 13th St, Unit 2501

233 E 13th St
ChicagoIL60605
property at 1101 W Jackson Blvd

$2,380 - $2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,380 - $2,850

Total Monthly Price
$2,380 - $2,850

Studio To 1 Bedroom Condos for Rent

Available Now

1101 W Jackson Blvd

ChicagoIL60607
property at 1160 S Michigan Ave

$2,450 - $3,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,450 - $3,000

Total Monthly Price
$2,450 - $3,000

1 To 2 Bedroom Condos for Rent

Available Now

1160 S Michigan Ave

ChicagoIL60605
property at 933 W Van Buren St

$2,695 - $3,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,695 - $3,750

Total Monthly Price
$2,695 - $3,750

1 To 2 Bedroom Condos for Rent

Available Now

933 W Van Buren St

ChicagoIL60607

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

property at 1160 S Michigan Ave

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

2 Bedroom, 2 Bath Condo for Rent

Available Now

1160 S Michigan Ave, Unit 25C

1160 S Michigan Ave
ChicagoIL60605
property at 1111 S Wabash Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

1111 S Wabash Ave, Unit 23D

1111 S Wabash Ave
ChicagoIL60605
property at 1111 S Wabash Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

1111 S Wabash Ave, Unit 1605

1111 S Wabash Ave
ChicagoIL60605
property at 1201 S Prairie Ave

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

1201 S Prairie Ave, Unit 1405

1201 S Prairie Ave
ChicagoIL60605
property at 400 S Green St

$4,995

Total Monthly Price

Total Monthly Price

Base Rent
$4,995

Total Monthly Price
$4,995

3 Bedroom, 3 Bath Condo for Rent

Available Now

400 S Green St, Unit 310

400 S Green St
ChicagoIL60607
property at 222 S Racine Ave

$5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

2 Bedroom, 2.5 Bath Condo for Rent

Available Now

222 S Racine Ave, Unit 403

222 S Racine Ave
ChicagoIL60607
property at 1 S Leavitt St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1 S Leavitt St, Unit 206

1 S Leavitt St
ChicagoIL60612

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 1 S Leavitt St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1 S Leavitt St, Unit 206

1 S Leavitt St
ChicagoIL60612
property at 1201 W Adams St

$2,160 - $4,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,160 - $4,450

Total Monthly Price
$2,160 - $4,450

Studio To 2 Bedroom Condos for Rent

Available Aug 29

1201 W Adams St

ChicagoIL60607
property at 1201 W Adams 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

1201 W Adams St, Unit 909

1201 W Adams St
ChicagoIL60607
property at 1201 W Adams St

$3,699

Total Monthly Price

Total Monthly Price

Base Rent
$3,699

Total Monthly Price
$3,699

2 Bedroom, 2 Bath Condo for Rent

Available Now

1201 W Adams St, Unit 505

1201 W Adams St
ChicagoIL60607
property at 800 S Clark 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 Sep 1

800 S Clark St, Unit 210

800 S Clark St
ChicagoIL60605
property at 336 S Halsted St

$2,620 - $4,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,620 - $4,200

Total Monthly Price
$2,620 - $4,200

1 To 2 Bedroom Condos for Rent

Available Aug 23

336 S Halsted St

ChicagoIL60661
property at 313 S Peoria 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

313 S Peoria St, Unit 12D

313 S Peoria St
ChicagoIL60607
property at 111 W Polk St

$2,190 - $4,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,190 - $4,650

Total Monthly Price
$2,190 - $4,650

1 To 3 Bedroom Condos for Rent

Available Sep 12

111 W Polk St

ChicagoIL60605
property at 111 W Polk St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

1 Bedroom, 1.5 Bath Condo for Rent

Available Now

111 W Polk St

ChicagoIL60605

Southwest Chicago - One of the Best Affordable Neighborhoods in Chicago

Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!

Frequently Asked Questions about Southwest Chicago

What type of rentals are currently available in Southwest Chicago?

There are currently 7455 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $32,164. There are also 1241 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $900 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 $900 to $58,000 with an average monthly rent of $2,519.

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 $1,010 to $16,016, while Three Bedroom Homes, Condos, and Townhomes for rent range from $910 to $8,500. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $1,025.

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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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.

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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.

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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.

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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

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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.

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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.

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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.

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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.