
Luxury Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (442 Rentals) Page 2 of 9
The most luxurious Homes in the Southwest Chicago area of Chicago with high-end amenities, features, and finishes.


1200 W Monroe St

1305 S Michigan Ave, Unit 1506

1250 S Michigan Ave, Unit 02208

233 E 13th St, Unit 2501

1250 W Van Buren St, Unit 605

313 S Peoria St, Unit 12D

1330 W Monroe St, Unit 204

301 S Halsted St

1322 S Wabash Ave
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

1151 W 15th St, Unit 414

1345 S Wabash Ave, Unit 703

125 E 13th St, Unit 1303

1315 S Wabash Ave, Unit 507

50 E 16th St, Unit 2 bed corner in south loop

732 S Financial Pl, Unit W723

1250 W Van Buren St, Unit 514

1250 W Van Buren St, Unit # 0514

1500 W Monroe St, Unit 124

5141 S Ellis Ave, Unit 2
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!

1600 S Indiana Ave, Unit 605

800 S Clark St, Unit 210

933 W Van Buren St, Unit 422

100 E 14th St, Unit 2207

60 E Monroe St, Unit 1807A

125 S Green St, Unit 501a

2309 W Monroe St

47 W Polk St, Unit 614

1502 S Prairie Ave, Unit G

3804 S Indiana Ave
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

130 S Canal St, Unit 804

1224 W Van Buren St, Unit Apt 713

1160 S Michigan Ave, Unit 25C

5557 S Harper Ave

5134 S Ingleside Ave, Unit 2D

1040 W Adams St, Unit 328

779 W Adams St, Unit 1501

130 S Green St, Unit 7D

5411 S Dorchester Ave

1242 W Jackson Blvd, Unit 03W

1617 S Michigan Ave, Unit 207

1323 S Indiana Ave

400 S Green St, Unit 310

122 S Aberdeen St, Unit 5n

Total Monthly Price
1000 S Michigan Ave, Unit PL FL22-ID1286

Total Monthly Price
812 W Adams St, Unit PL FL6-ID1255

Total Monthly Price
555 W Jackson Blvd, Unit GO ID1504154P

Total Monthly Price
727 W Madison St, Unit GO ID1047175P

Total Monthly Price
1401 S State St, Unit GO FL7-ID1018

Total Monthly Price
1000 S Michigan Ave, Unit GO FL9-ID1350
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 | $2,645 | $995 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,552 | $850 | $6,450 |
| Southwest Chicago 4 Bedroom Homes for Rent | $3,099 | $750 | $10,000+ |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,428 | $2,000 | $5,000 |
| Southwest Chicago 6 Bedroom Homes for Rent | $4,787 | $1,750 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 442 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
Explore Chicago
Frequently Asked Questions about Southwest Chicago
What type of rentals are currently available in Southwest Chicago?
There are currently 7452 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $29,600. There are also 1104 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $750 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 $750 to $58,000 with an average monthly rent of $2,923.
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 $999 to $14,465, while Three Bedroom Homes, Condos, and Townhomes for rent range from $850 to $6,450. Four Bedroom Single-Family rentals are also available starting from $750 and Four Bedroom Apartments start at $970.
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

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.