
Luxury Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL (516 Rentals)
The most luxurious Homes in the Southwest Chicago area of Chicago with high-end amenities, features, and finishes.


3432 S Giles Ave, Unit 3s

700 W Van Buren St, Unit 1307

1727 S Indiana Ave, Unit 111

4915 S Woodlawn Ave, Unit Coach House

1808 S Michigan Ave, Unit 17

1150 S Michigan Ave, Unit 510E

65 E Monroe St, Unit 4716F

1620 S Michigan Ave, Unit 820

1040 W Adams St, Unit 226
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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1160 S Michigan Ave, Unit 2901

800 W Adams St, Unit 1804

720 S Clark St, Unit 2101

910 S Michigan Ave, Unit 1923

400 S Green St, Unit 212

1345 S Wabash Ave, Unit 2203

1322 S Wabash Ave, Unit 2304

113 S Paulina St, Unit 2

1415 S Halsted St, Unit 1A

1322 S Prairie Ave, Unit 609
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

739 S Clark St, Unit 1

801 S Plymouth Ct, Unit 2603

125 S Green St, Unit 1629A

1000 W Adams St, Unit 724

1910 S Indiana Ave, Unit 423

2143 W Bowler St

850 W Jackson Blvd, Unit 13E

1720 S Michigan Ave, Unit 2603

800 S Clark St, Unit 210

1 E 8th St, Unit 5106
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.

901 W Madison St, Unit Unit 404

1 E 8th St, Unit 1003

600 S Dearborn St, Unit 213

500 S Clinton St, Unit 510

732 S Financial Pl, Unit W723

884 S Park Ter, Unit 703

235 W Van Buren St, Unit 1320

1345 S Wabash Ave, Unit 1204

1451 S State St, Unit 2206

1400 S Michigan Ave, Unit 1204
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.

901 W Madison St, Unit 404

4714 S Calumet Ave, Unit 2

701 S Wells St, Unit 1405

1250 S Michigan Ave, Unit 02208

1315 S Wabash Ave, Unit 507

1305 S Michigan Ave, Unit 1702

1600 S Prairie Ave, Unit 904

310 S Michigan Ave, Unit 407

320 E 21st St, Unit 604

933 W Van Buren St, Unit 902
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!
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 | $2,456 | $995 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,411 | $825 | $7,300 |
| Southwest Chicago 4 Bedroom Homes for Rent | $2,866 | $880 | $10,000+ |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,078 | $980 | $6,400 |
| Southwest Chicago 6 Bedroom Homes for Rent | $5,046 | $2,800 | $10,000+ |
| Southwest Chicago 7 Bedroom Homes for Rent | $3,690 | $3,690 | $3,690 |
Browse Homes for Rent in this Neighborhood
There are currently 516 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
Explore Chicago
Southwest Chicago, Chicago, IL Local Guide
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleBest Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleA Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleSouthwest Chicago, Chicago, IL
Ranked #15
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Southwest Chicago, Chicago, IL
Carson Elementary School
Gage Park High School
School data provided by Great Schools
Frequently Asked Questions about Southwest Chicago
What type of rentals are currently available in Southwest Chicago?
There are currently 7510 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $450 to $26,796. There are also 1451 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 $2,895.
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 $800 to $16,557, while Three Bedroom Homes, Condos, and Townhomes for rent range from $825 to $7,300. Four Bedroom Single-Family rentals are also available starting from $880 and Four Bedroom Apartments start at $1,040.
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

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.

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!