
Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL with Swimming Pool (98 Rentals)


899 S Plymouth Ct

899 S Plymouth Ct, Unit 1806, Unit 1806

1400 S Michigan Ave, Unit 27G, Unit 27G

630 S Clark St, Unit 3711, Unit 3711

2110 S Wabash Ave

1101 W Jackson Blvd

1043 W Madison St, Unit 27R, Unit 27R

1201 S Prairie Ave

621 S Plymouth Ct, Unit 307, Unit 307
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.

770 W Gladys Ave, Unit 23E, Unit 23E

705 S Clark St, Unit 44G, Unit 44G

900 W Van Buren St, Unit 1205, Unit 1205

1250 S Michigan Ave, Unit NA, Unit NA

65 E Monroe St, Unit 1118A, Unit 1118A

700 S Clark St, Unit 13D, Unit 13D

1111 S Wabash Ave, Unit 23D, Unit 23D

1400 S Michigan Ave, Unit 709, Unit 709

1151 W 14th Pl, Unit 206, Unit 206

1151 W 14th Pl, Unit 137, Unit 137
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

1150 S Michigan Ave, Unit 510E, Unit 510E

801 S Plymouth Ct, Unit 2703, Unit 2703

850 W Jackson Blvd, Unit 13E, Unit 13E

701 S Dearborn St, Unit 1607, Unit 1607

1160 S Michigan Ave, Unit 3601, Unit 3601

336 S Halsted St

1001 W 15th St, Unit 416, Unit 416

1111 S Wabash Ave

233 E 13th St, Unit 2501, Unit 2501

60 E Monroe St, Unit 1807A, Unit 1807A
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.

701 S Wells St, Unit 2406, Unit 2406

1160 S Michigan Ave, Unit 25C, Unit 25C

779 W Adams St, Unit 1501, Unit 1501

1250 S Michigan Ave, Unit 2008, Unit 2008

740 S Federal St, Unit 517, Unit 517

130 S Green St, Unit 7D, Unit 7D

842 W Adams St, Unit 3303, Unit 3303

2605 S Indiana Ave, Unit 301

727 W Madison St

2100 S Wabash Ave, Unit 1914
Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

1450 S Blue Island Ave, Unit 408

510 S Damen Ave, Unit 710

513 S Damen Ave, Unit 809

513 S Damen Ave, Unit 1312

513 S Damen Ave, Unit 1205

513 S Damen Ave, Unit 2109

513 S Damen Ave, Unit 916

513 S Damen Ave, Unit 1906

513 S Damen Ave, Unit 2009

513 S Damen Ave, Unit 401
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.
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 | $2,616 | $995 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,575 | $850 | $7,200 |
| Southwest Chicago 4 Bedroom Homes for Rent | $3,189 | $750 | $10,000+ |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,257 | $1,950 | $7,500 |
| Southwest Chicago 6 Bedroom Homes for Rent | $4,787 | $1,750 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 98 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
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Best 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 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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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 #9
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
Talman 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 7433 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $28,305. There are also 1211 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $630 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 $630 to $58,000 with an average monthly rent of $2,908.
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 $15,846, while Three Bedroom Homes, Condos, and Townhomes for rent range from $850 to $7,200. 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

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.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.