Luxury Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (400 Rentals)

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

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621 S Plymouth Ct
$5,8003 Bedroom, 3 Bath Condo for RentAvailable Now

621 S Plymouth Ct, Unit 805

621 S Plymouth Ct
Chicago, IL 60605
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621 S Plymouth Ct
$5,8003 Bedroom, 3 Bath Condo for RentAvailable Now

621 S Plymouth Ct, Unit 805

621 S Plymouth Ct
Chicago, IL 60605
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Southwest 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!

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949 W Madison St
$4,5752 Bedroom, 2 Bath Condo for RentAvailable Now

949 W Madison St, Unit 502

949 W Madison St
Chicago, IL 60607
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1211 S Prairie Ave
$4,2502 Bedroom, 2 Bath Condo for RentAvailable Now

1211 S Prairie Ave, Unit 702

1211 S Prairie Ave
Chicago, IL 60605
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1211 S Prairie Ave
$4,2502 Bedroom, 2 Bath Condo for RentAvailable Now

1211 S Prairie Ave, Unit 702

1211 S Prairie Ave
Chicago, IL 60605
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238 S Ashland Ave
$3,9003 Bedroom, 2 Bath Condo for RentAvailable Now

238 S Ashland Ave

Chicago, IL 60607
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238 S Ashland Ave
$3,9003 Bedroom, 2 Bath Condo for RentAvailable Now

238 S Ashland Ave

Chicago, IL 60607
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123 S Green St
$3,8992 Bedroom, 2 Bath Condo for RentAvailable Now

123 S Green St, Unit 11E

123 S Green St
Chicago, IL 60607
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701 W Jackson Blvd
$3,8002 Bedroom, 1 Bath Condo for RentAvailable Now

701 W Jackson Blvd, Unit 108

701 W Jackson Blvd
Chicago, IL 60661
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728 W Jackson Blvd
$3,8002 Bedroom, 2 Bath Condo for RentAvailable Now

728 W Jackson Blvd, Unit 703

728 W Jackson Blvd
Chicago, IL 60661
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701 W Jackson Blvd
$3,8002 Bedroom, 1 Bath Condo for RentAvailable Now

701 W Jackson Blvd, Unit 108

701 W Jackson Blvd
Chicago, IL 60661
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130 S Green St
$3,7702 Bedroom, 2 Bath Condo for RentAvailable Now

130 S Green St, Unit 7D

130 S Green St
Chicago, IL 60607
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61 W 15th St
$3,7003 Bedroom, 2 Bath Condo for RentAvailable Now

61 W 15th St, Unit 607

61 W 15th St
Chicago, IL 60605
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733 S Wells St
$3,6802 Bedroom, 2 Bath Condo for RentAvailable Now

733 S Wells St, Unit 1108

733 S Wells St
Chicago, IL 60607
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1503 S State St
$3,6502 Bedroom, 2 Bath Condo for RentAvailable Now

1503 S State St, Unit 306

1503 S State St
Chicago, IL 60605
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Showing Results 1-50, Page 1 of 8

Southwest Chicago, Chicago, IL Local Guide

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Frequently Asked Questions about Southwest Chicago

What type of rentals are currently available in Southwest Chicago?

There are currently 6191 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $575 to $15,980. There are also 1275 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $700 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 $700 to $58,000 with an average monthly rent of $2,707.

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 $825 to $15,622, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $6,000. Four Bedroom Single-Family rentals are also available starting from $1,300 and Four Bedroom Apartments start at $750.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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.

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Signing Your Apartment Lease: The Basics

Written by: Trey Huguley

When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.

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What to Know About Fees and Fines When Renting

Written by: Trey Huguley

When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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Real Estate Term Glossary: Your Guide to The A to Zs of Renting

Written by: Kevin Ready

Navigating the world of real estate can reveal an abundance of terminology and phrasing around the topics of renting and buying that for some may seem like a brand-new language.