
Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL with Swimming Pool (127 Rentals)


1043 W Madison St, Unit 27R

1400 S Michigan Ave, Unit 27G

700 S Clark St, Unit 13D

1111 W 14th Pl, Unit 321

705 S Clark St, Unit 44G

630 S Clark St, Unit 3711

621 S Plymouth Ct, Unit 307

2110 S Wabash Ave, Unit 1713

1056 W Van Buren St, Unit 1206
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

1111 S Wabash Ave, Unit 23D

899 S Plymouth Ct, Unit 1806

770 W Gladys Ave, Unit 23E

701 S Dearborn St, Unit 1607

65 E Monroe St, Unit 1118A

1150 S Michigan Ave, Unit 510E

65 E Monroe St, Unit 4716F

336 S Halsted St, Unit 513

1322 S Prairie Ave, Unit 609

1000 W 15th St, Unit 125
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

850 W Jackson Blvd, Unit 13E

739 S Clark St, Unit 1

800 W Adams St, Unit 1912

100 E 14th St, Unit 708

1400 S Michigan Ave, Unit 1204

1250 S Michigan Ave, Unit 02208

933 W Van Buren St, Unit 902

1001 W 15th St, Unit 416

901 S Plymouth Ct, Unit 1402

233 E 13th St, Unit 2501
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

60 E Monroe St, Unit 1807A

701 S Wells St, Unit 2406

47 W Polk St, Unit 614

1160 S Michigan Ave, Unit 25C

100 E 14th St, Unit 906

779 W Adams St, Unit 3106

230 S Halsted St, Unit 3106

1153 S Plymouth Ct

1629 S Prairie Ave, Unit 903

1400 S Michigan Ave, Unit 1110
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.

779 W Adams St, Unit 3106

800 S Michigan Ave, Unit 2311

130 S Green St, Unit 7D

1211 S Prairie Ave, Unit 702

100 E 14th St, Unit 1601

1224 W Van Buren St, Unit 1903

1211 S Prairie Ave, Unit 4805

1250 S Michigan Ave

2100 S Wabash Ave

513 S Damen 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.
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 | $2,484 | $995 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,504 | $875 | $7,300 |
| Southwest Chicago 4 Bedroom Homes for Rent | $2,466 | $880 | $8,250 |
| Southwest Chicago 5 Bedroom Homes for Rent | $2,582 | $750 | $4,800 |
| Southwest Chicago 6 Bedroom Homes for Rent | $6,210 | $2,880 | $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 127 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
- Nearby Chicago neighborhoods
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- Local Counties
- School Districts
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 #13
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 7562 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $575 to $31,754. There are also 1384 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 $2,944.
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 $995 to $14,518, while Three Bedroom Homes, Condos, and Townhomes for rent range from $875 to $7,300. Four Bedroom Single-Family rentals are also available starting from $880 and Four Bedroom Apartments start at $675.
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

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.

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.

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.

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.