Luxury Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (443 Rentals)

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

property at 210 S Desplaines St

$4,050

Total Monthly Price

Total Monthly Price

Base Rent
$4,050

Total Monthly Price
$4,050

2 Bedroom, 2 Bath Condo for Rent

Available Aug 1

210 S Desplaines St, Unit 901

210 S Desplaines St
ChicagoIL60661
property at 6 S Laflin St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

6 S Laflin St, Unit 911S

6 S Laflin St
ChicagoIL60607
property at 4021 S Ellis Ave

$1,250 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,250 - $4,000

Total Monthly Price
$1,250 - $4,000

1 To 3 Bedroom Condos for Rent

Available Now

4021 S Ellis Ave

ChicagoIL60653
property at 1201 W Adams St

$2,200 - $4,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,200 - $4,550

Total Monthly Price
$2,200 - $4,550

Studio To 2 Bedroom Condos for Rent

Available Now

1201 W Adams St

ChicagoIL60607
property at 235 W Van Buren St

$2,200 - $3,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,200 - $3,100

Total Monthly Price
$2,200 - $3,100

1 To 2 Bedroom Condos for Rent

Available Now

235 W Van Buren St

ChicagoIL60607
property at 125 S Green St

$2,250 - $4,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,250 - $4,400

Total Monthly Price
$2,250 - $4,400

Studio To 2 Bedroom Condos for Rent

Available Now

125 S Green St

ChicagoIL60607
property at 1224 W Van Buren St

$2,250 - $5,103

Total Monthly Price

Total Monthly Price

Base Rent
$2,250 - $5,103

Total Monthly Price
$2,250 - $5,103

Studio To 2 Bedroom Condos for Rent

Available Now

1224 W Van Buren St

ChicagoIL60607
property at 2110 S Wabash Ave

$2,310 - $4,495

Total Monthly Price

Total Monthly Price

Base Rent
$2,310 - $4,495

Total Monthly Price
$2,310 - $4,495

1 To 3 Bedroom Condos for Rent

Available Now

2110 S Wabash Ave

ChicagoIL60616

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property at 1101 W Jackson Blvd

$2,330 - $3,090

Total Monthly Price

Total Monthly Price

Base Rent
$2,330 - $3,090

Total Monthly Price
$2,330 - $3,090

Studio To 1 Bedroom Condos for Rent

Available Jun 7

1101 W Jackson Blvd

ChicagoIL60607
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 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

$2,450 - $3,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,450 - $3,200

Total Monthly Price
$2,450 - $3,200

1 To 2 Bedroom Condos for Rent

Available Now

933 W Van Buren St

ChicagoIL60607
property at 621 S Plymouth Ct

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

621 S Plymouth Ct, Unit 307

621 S Plymouth Ct
ChicagoIL60605
property at 5135 W 63rd Pl

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 2 Bath Townhome for Rent

Available Jun 15

5135 W 63rd Pl

ChicagoIL60638
property at 111 W Polk St

$2,540 - $3,730

Total Monthly Price

Total Monthly Price

Base Rent
$2,540 - $3,730

Total Monthly Price
$2,540 - $3,730

1 To 2 Bedroom Condos for Rent

Available Jul 23

111 W Polk St

ChicagoIL60605
property at 779 W Adams St

$2,548 - $4,534

Total Monthly Price

Total Monthly Price

Base Rent
$2,548 - $4,534

Total Monthly Price
$2,548 - $4,534

Studio To 2 Bedroom Condos for Rent

Available Now

779 W Adams St

ChicagoIL60661
property at 6123 S Kimbark Ave

$2,550

Total Monthly Price

Total Monthly Price

Base Rent
$2,550

Total Monthly Price
$2,550

3 Bedroom, 2 Bath Condo for Rent

Available Jul 1

6123 S Kimbark Ave, Unit 2S

6123 S Kimbark Ave
ChicagoIL60637

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property at 770 W Gladys Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

770 W Gladys Ave, Unit 23E

770 W Gladys Ave
ChicagoIL60661
property at 705 S Clark St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

705 S Clark St, Unit 44G

705 S Clark St
ChicagoIL60605
property at 910 S Michigan Ave

$2,600 - $5,400

1 To 3 Bedroom Condos for Rent

Available Now

910 S Michigan Ave

ChicagoIL60605
property at 5120 S Mason Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 2 Bath Home for Rent

Available Now

5120 S Mason Ave

ChicagoIL60638
property at 161 W Harrison St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

161 W Harrison St, Unit 519

161 W Harrison St
ChicagoIL60605
property at 611 S Wells St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

611 S Wells St, Unit 1609

611 S Wells St
ChicagoIL60607
property at 710 S Seeley St

$2,623 - $3,655

Total Monthly Price

Total Monthly Price

Base Rent
$2,623 - $3,655

Total Monthly Price
$2,623 - $3,655

1 To 2 Bedroom Condos for Rent

Available Now

710 S Seeley St

ChicagoIL60612
property at 1040 W Adams St

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

1040 W Adams St, Unit 226

1040 W Adams St
ChicagoIL60607
property at 1151 W 14th Pl

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 1 Bath Condo for Rent

Available Jul 1

1151 W 14th Pl, Unit 206

1151 W 14th Pl
ChicagoIL60608

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property at 1151 W 14th Pl

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 2 Bath Condo for Rent

Available Now

1151 W 14th Pl, Unit 137

1151 W 14th Pl
ChicagoIL60608
property at 700 S Clark St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

700 S Clark St, Unit 13D

700 S Clark St
ChicagoIL60605
property at 1111 S Wabash Ave

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

1111 S Wabash Ave, Unit 23D

1111 S Wabash Ave
ChicagoIL60605
property at 235 W Van Buren St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

2 Bedroom, 2 Bath Condo for Rent

Available Now

235 W Van Buren St, Unit 2113

235 W Van Buren St
ChicagoIL60607
property at 755 S Clark St

$2,730 - $2,862

Total Monthly Price

Total Monthly Price

Base Rent
$2,730 - $2,862

Total Monthly Price
$2,730 - $2,862

1 Bedroom, 1.5 Bath Condo for Rent

Available Jun 11

755 S Clark St

ChicagoIL60605
property at 111 S Morgan St

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

1 Bedroom, 1 Bath Condo for Rent

Available Now

111 S Morgan St, Unit 619

111 S Morgan St
ChicagoIL60607
property at 1150 S Michigan Ave

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

1 Bedroom, 1.5 Bath Condo for Rent

Available Now

1150 S Michigan Ave, Unit 510E

1150 S Michigan Ave
ChicagoIL60605
property at 235 W Van Buren St

$2,845 - $2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,845 - $2,900

Total Monthly Price
$2,845 - $2,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

235 W Van Buren St

ChicagoIL60607

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property at 336 S Halsted St

$2,850 - $4,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,850 - $4,500

Total Monthly Price
$2,850 - $4,500

1 To 2 Bedroom Condos for Rent

Available Jul 1

336 S Halsted St

ChicagoIL60661
property at 815 S Western Ave

$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 Jul 1

815 S Western Ave, Unit 2

815 S Western Ave
ChicagoIL60612
property at 701 S Dearborn St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

701 S Dearborn St, Unit 1607

701 S Dearborn St
ChicagoIL60605
property at 850 W Jackson Blvd

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

850 W Jackson Blvd, Unit 13E

850 W Jackson Blvd
ChicagoIL60607
property at 1001 W 15th St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 2 Bath Condo for Rent

Available Now

1001 W 15th St, Unit 416

1001 W 15th St
ChicagoIL60608
property at 1040 W Adams 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 Jul 1

1040 W Adams St, Unit 340

1040 W Adams St
ChicagoIL60607
property at 6 S Laflin St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 1 Bath Condo for Rent

Available Now

6 S Laflin St, Unit 724

6 S Laflin St
ChicagoIL60607
property at 680 S Federal St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 2 Bath Condo for Rent

Available Now

680 S Federal St, Unit 301

680 S Federal St
ChicagoIL60605
property at 701 S Wells St

$2,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

2 Bedroom, 2 Bath Condo for Rent

Available Now

701 S Wells St, Unit 1405

701 S Wells St
ChicagoIL60607

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Southwest Chicago, Chicago, IL Local Guide

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

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

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A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com

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From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Southwest Chicago, Chicago, IL

Ranked #13

Among cities in Illinois for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Southwest Chicago

What type of rentals are currently available in Southwest Chicago?

There are currently 7452 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $29,600. There are also 1104 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $750 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 $750 to $58,000 with an average monthly rent of $2,923.

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 $999 to $14,465, while Three Bedroom Homes, Condos, and Townhomes for rent range from $850 to $6,450. Four Bedroom Single-Family rentals are also available starting from $750 and Four Bedroom Apartments start at $970.

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.

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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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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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Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.