
Luxury Homes for Rent in the Southwest Chicago Neighborhood of Chicago, IL (514 Rentals) Page 5 of 11
The most luxurious Homes in the Southwest Chicago area of Chicago with high-end amenities, features, and finishes.


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2207 W 18th St, Unit SI ID1296498P

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1000 S Michigan Ave, Unit SI FL43-ID1287547P

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1210 S Indiana Ave, Unit SI FL34-ID1299

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1044 W Van Buren St, Unit SI ID1029648P

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29 S LaSalle St, Unit SI ID1029598P

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801 S Western Ave, Unit SI ID1262785P

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808 W Van Buren St, Unit SI FL10-ID535

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2207 W 18th St, Unit SI ID1244930P

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1909 S Michigan Ave, Unit SI FL2-ID1244939P

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633 S LaSalle St, Unit SI ID1244951P

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33 S Ashland Ave, Unit SI ID1031375P

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1243 W Madison St, Unit SI ID1026688P

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165 N Desplaines St, Unit SI FL5-ID1138

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1407 S Michigan Ave, Unit SI FL8-ID761

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808 W Van Buren St, Unit SI FL10-ID534

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808 W Van Buren St, Unit SI FL11-ID561

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1035 W Van Buren St, Unit SI FL10-ID522

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1035 W Van Buren St, Unit SI FL12-ID435

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808 W Van Buren St, Unit SI FL7-ID533

259 W Alexander St, Unit 3

29 E 14th St, Unit 1-1214

718 S Aberdeen St, Unit 3F

2435 W Flournoy St

1322 E 72nd Pl

771 W Adams St

7423 S St Lawrence Ave

1423 S State St

1045 W Monroe St

1267 S Michigan Ave

1451 S State St

2 E 14th St

1524 N Kedzie Ave, Unit 3

5313 S Harper Ave, Unit 2

4417 S Indiana Ave, Unit 3S

1042 W Van Buren St

217 S Halsted St

1028 S State St

1039 W Rundell Pl

711 W Adams St

210 S Halsted St

1223 S Michigan Ave

1261 S Michigan Ave

1251 S Michigan Ave

1259 S Michigan Ave

1265 S Michigan Ave

1263 S Michigan Ave

2550 S Wabash Ave, Unit 506

818 W 18th St, Unit 4F

824 S Michigan Ave
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.