
Luxury Homes for Rent in the Southwest Chicago Neighborhood of Chicago, IL (514 Rentals) Page 4 of 11
The most luxurious Homes in the Southwest Chicago area of Chicago with high-end amenities, features, and finishes.


796 W Van Buren St, Unit 8

836 E 53rd St, Unit 836 East 53rd St

3935 S Wells St, Unit 3935 South Wells St

715 S Clark St, Unit 2801

718 S Aberdeen St, Unit 3F

57 E 14th St, Unit 5

7535 S Coles Ave, Unit 2

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1210 S Indiana Ave, Unit SI FL20-ID1328

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5138 S Wabash Ave, Unit SI ID1546112P

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8138 S Kedzie Ave, Unit SI FL2-ID1546084P

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8138 S Kedzie Ave, Unit SI FL1-ID1546292P

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417 S Dearborn St, Unit SI ID1521526P

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1247 W Madison St, Unit SI ID1537410P

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633 S LaSalle St, Unit SI ID1244953P

718 S Aberdeen St, Unit 1R

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1125 W Van Buren St, Unit SI ID1029595P

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330 S Wells St, Unit SI FL15-ID194

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555 W Jackson Blvd, Unit SI ID1504152P

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801 S Western Ave, Unit SI ID1497736P

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555 W Jackson Blvd, Unit SI ID1504154P

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165 N Desplaines St, Unit SI FL12-ID748

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720 S Wells St, Unit SI ID1310546P

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2344 W Polk St, Unit SI ID1253891P

513 S Damen Ave, Unit 809

513 S Damen Ave, Unit 1205

1922 W Ogden Ave, Unit 1601

513 S Damen Ave, Unit 1416

513 S Damen Ave, Unit 916

513 S Damen Ave, Unit 1906

513 S Damen Ave, Unit 1312

513 S Damen Ave, Unit 2009

513 S Damen Ave, Unit 401

1922 W Ogden Ave, Unit 909

4915 S Drexel Blvd, Unit 2A

513 S Damen Ave, Unit 702

1922 W Ogden Ave, Unit 709

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1401 S State St, Unit SI FL19-ID771

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2344 W Polk St, Unit SI ID1253778P

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1210 S Indiana Ave, Unit SI FL11-ID1317

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2630 S Throop St, Unit SI ID1244908P

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1401 S State St, Unit SI FL7-ID1018

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601 W Jackson Blvd, Unit SI FL6-ID1340

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165 N Desplaines St, Unit SI FL8-ID644

5310 S Harper Ave, Unit 2S

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720 S Wells St, Unit SI ID1310542P

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1249 W Madison St, Unit SI FL2-ID1322525P

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1243 W Madison St, Unit SI ID1322528P

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601 W Jackson Blvd, Unit SI FL9-ID1341

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1000 S Michigan Ave, Unit SI FL12-ID1348
Southwest Chicago, Chicago, IL Local Guide

How much does it cost to rent a home in Southwest Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Southwest Chicago 2 Bedroom Homes for Rent | $2,639 | $900 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,584 | $1,110 | $6,900 |
| Southwest Chicago 4 Bedroom Homes for Rent | $3,011 | $1,160 | $10,000+ |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,622 | $2,100 | $5,000 |
| Southwest Chicago 6 Bedroom Homes for Rent | $5,375 | $2,600 | $10,000+ |
| Southwest Chicago 7 Bedroom Homes for Rent | $2,225 | $1,150 | $3,300 |
Browse Homes for Rent in this Neighborhood
There are currently 514 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
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Frequently Asked Questions about Southwest Chicago
What type of rentals are currently available in Southwest Chicago?
There are currently 7457 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $500 to $28,623. There are also 1301 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 $2,943.
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

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.

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.

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.

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

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.

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.

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.

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.