Luxury Homes for Rent in the Southwest Chicago Neighborhood of Chicago, IL (514 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 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 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 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 235 W Van Buren St

$2,300 - $3,095

Total Monthly Price

Total Monthly Price

Base Rent
$2,300 - $3,095

Total Monthly Price
$2,300 - $3,095

1 To 2 Bedroom Condos for Rent

Available Now

235 W Van Buren St

ChicagoIL60607
property at 1201 S Prairie Ave

$2,308 - $5,123

Total Monthly Price

Total Monthly Price

Base Rent
$2,308 - $5,123

Total Monthly Price
$2,308 - $5,123

Studio To 2 Bedroom Condos for Rent

Available Jul 26

1201 S Prairie Ave

ChicagoIL60605
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
property at 1101 W Jackson Blvd

$2,350 - $2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,350 - $2,900

Total Monthly Price
$2,350 - $2,900

Studio To 1 Bedroom Condos for Rent

Available Now

1101 W Jackson Blvd

ChicagoIL60607
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

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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 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 800 S Clark St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

Studio, 1 Bath Condo for Rent

Available Now

800 S Clark St, Unit 415

800 S Clark St
ChicagoIL60605
property at 6023 S Parkside Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 2 Bath Home for Rent

Available Aug 1

6023 S Parkside Ave

ChicagoIL60638
property at 755 S Clark St

$2,550 - $2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,550 - $2,800

Total Monthly Price
$2,550 - $2,800

1 Bedroom, 1.5 Bath Condo for Rent

Available Now

755 S Clark St

ChicagoIL60605
property at 111 W Polk St

$2,569 - $3,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,569 - $3,750

Total Monthly Price
$2,569 - $3,750

1 To 2 Bedroom Condos for Rent

Available Now

111 W Polk St

ChicagoIL60605

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 336 S Halsted St

$2,600 - $4,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,600 - $4,200

Total Monthly Price
$2,600 - $4,200

1 To 2 Bedroom Condos for Rent

Available Jul 27

336 S Halsted St

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 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 1450 E 55th Plz

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

1450 E 55th Plz, Unit 720S

1450 E 55th Plz
ChicagoIL60637
property at 1845 S Michigan 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 Aug 1

1845 S Michigan Ave, Unit 1609

1845 S Michigan Ave
ChicagoIL60616
property at 1845 S Michigan 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 Aug 1

1845 S Michigan Ave, Unit # 01609

1845 S Michigan Ave
ChicagoIL60616
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 910 S Michigan Ave

$2,600 - $5,400

1 To 3 Bedroom Condos for Rent

Available Now

910 S Michigan Ave

ChicagoIL60605
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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

property at 2712 W 24th Pl

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

3 Bedroom, 2 Bath Condo for Rent

Available Aug 1

2712 W 24th Pl, Unit 2

2712 W 24th Pl
ChicagoIL60608
property at 4545 S Drexel Blvd

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

4545 S Drexel Blvd, Unit 2B

4545 S Drexel Blvd
ChicagoIL60653
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 1322 S Wabash Ave

$2,685

Total Monthly Price

Total Monthly Price

Base Rent
$2,685

Total Monthly Price
$2,685

1 Bedroom, 1 Bath Condo for Rent

Available Now

1322 S Wabash Ave, Unit 2304

1322 S Wabash Ave
ChicagoIL60605
property at 625 W Jackson Blvd

$2,695

Total Monthly Price

Total Monthly Price

Base Rent
$2,695

Total Monthly Price
$2,695

1 Bedroom, 1 Bath Condo for Rent

Available Now

625 W Jackson Blvd, Unit 803

625 W Jackson Blvd
ChicagoIL60661
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
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

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

property at 1150 S Michigan Ave

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1.5 Bath Condo for Rent

Available Now

1150 S Michigan Ave, Unit 510E

1150 S Michigan Ave
ChicagoIL60605
property at 711 S Ashland Ave

$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 Now

711 S Ashland Ave, Unit A

711 S Ashland Ave
ChicagoIL60607
property at 130 S Canal 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 Aug 1

130 S Canal St, Unit # 0612

130 S Canal St
ChicagoIL60606
property at 130 S Canal 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 Aug 1

130 S Canal St, Unit 612

130 S Canal St
ChicagoIL60606
property at 130 S Canal 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 Aug 1

130 S Canal St, Unit 612

130 S Canal St
ChicagoIL60606
property at 5142 S Ingleside Ave

$2,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,750

Total Monthly Price
$2,750

3 Bedroom, 2 Bath Condo for Rent

Available Sep 1

5142 S Ingleside Ave, Unit 3C

5142 S Ingleside Ave
ChicagoIL60615
property at 1400 S Michigan Ave

$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 Jul 26

1400 S Michigan Ave, Unit 709

1400 S Michigan Ave
ChicagoIL60605
property at 565 W Quincy St

$2,800 - $3,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,800 - $3,650

Total Monthly Price
$2,800 - $3,650

1 To 2 Bedroom Condos for Rent

Available Now

565 W Quincy St

ChicagoIL60661
property at 1431 S Halsted St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 2 Bath Condo for Rent

Available Aug 1

1431 S Halsted St, Unit 3A

1431 S Halsted St
ChicagoIL60607
property at 5 E 14th Pl

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850

1 Bedroom, 1 Bath Condo for Rent

Available Now

5 E 14th Pl, Unit 1102

5 E 14th Pl
ChicagoIL60605

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

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

Read Article
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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

Read Article
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

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.

Read Article
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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 #10

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 $500 to $28,623. There are also 1294 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $600 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 $600 to $58,000 with an average monthly rent of $2,930.

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 $989 to $9,446, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,110 to $6,900. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $924.

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

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

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.

decorative image for Best Neighborhoods to Rent in Near Chicago's Top Employers article

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.

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

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 Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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.

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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.