Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL with Hardwood Floors (332 Rentals) Page 2 of 7

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property at 320 E 21st St

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150
Total Monthly Price
$3,150

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 E 21st St, Unit 604

320 E 21st St
ChicagoIL60616
property at 320 E 21st St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200
Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available May 1

320 E 21st St, Unit 604

320 E 21st St
ChicagoIL60616
property at 320 E 21st St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200
Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available May 1

320 E 21st St, Unit 604

320 E 21st St
ChicagoIL60616
property at 210 S Desplaines St

$3,375

Total Monthly Price

Total Monthly Price

Base Rent
$3,375
Total Monthly Price
$3,375

2 Bedroom, 2 Bath Condo for Rent

Available Now

210 S Desplaines St, Unit 1011

210 S Desplaines St
ChicagoIL60661
property at 1020 S Wabash Ave

$3,395

Total Monthly Price

Total Monthly Price

Base Rent
$3,395
Total Monthly Price
$3,395

2 Bedroom, 2 Bath Condo for Rent

Available May 1

1020 S Wabash Ave, Unit 4c

1020 S Wabash Ave
ChicagoIL60605
property at 1001 W Madison St

$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 Now

1001 W Madison St, Unit 607

1001 W Madison St
ChicagoIL60607

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 125 S Green St

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750
Total Monthly Price
$3,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

125 S Green St, Unit 501a

125 S Green St
ChicagoIL60607
property at 740 S Federal St

$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

740 S Federal St, Unit 2017

740 S Federal St
ChicagoIL60605
property at 100 E 14th St

$4,250

Total Monthly Price

Total Monthly Price

Base Rent
$4,250
Total Monthly Price
$4,250

3 Bedroom, 2 Bath Condo for Rent

Available Now

100 E 14th St, Unit 1601

100 E 14th St
ChicagoIL60605
property at 842 W 15th Pl

$4,400

Total Monthly Price

Total Monthly Price

Base Rent
$4,400
Total Monthly Price
$4,400

3 Bedroom, 2 Bath Townhome for Rent

Available Now

842 W 15th Pl

ChicagoIL60608
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 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

1400 S Michigan Ave
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!

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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

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Showing Results 51-100, Page 2 of 7

Frequently Asked Questions about Southwest Chicago

What type of rentals are currently available in Southwest Chicago?

There are currently 7440 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $450 to $29,034. There are also 1214 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $625 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 $625 to $58,000 with an average monthly rent of $2,971.

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 $17,914, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 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 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.

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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.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.