Luxury Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (490 Rentals) Page 3 of 10

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

property at 949 W Madison St

$4,575

Total Monthly Price

Total Monthly Price

Base Rent
$4,575
Total Monthly Price
$4,575

2 Bedroom, 2 Bath Condo for Rent

Available Now

949 W Madison St, Unit 502, Unit 502

949 W Madison St
ChicagoIL60607
property at 1160 S Michigan Ave

$4,950

Total Monthly Price

Total Monthly Price

Base Rent
$4,950
Total Monthly Price
$4,950

2 Bedroom, 2 Bath Condo for Rent

Available Now

1160 S Michigan Ave, Unit 25C, Unit 25C

1160 S Michigan 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, Unit 310

400 S Green St
ChicagoIL60607
property at 1400 S Michigan Ave

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

1400 S Michigan Ave, Unit 00, Unit 00

1400 S Michigan Ave
ChicagoIL60605
property at 130 S Green St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

130 S Green St, Unit 7D, Unit 7D

130 S Green St
ChicagoIL60607
Showing Results 101-150, Page 3 of 10

Frequently Asked Questions about Southwest Chicago

What type of rentals are currently available in Southwest Chicago?

There are currently 7487 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $29,645. There are also 1232 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $625 to $12,750.

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 $12,750 with an average monthly rent of $2,929.

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 $900 to $25,822, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $7,300. Four Bedroom Single-Family rentals are also available starting from $930 and Four Bedroom Apartments start at $879.

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 What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.