
Homes for Rent in the Southwest Chicago Neighborhood of Chicago, IL with Swimming Pool (120 Rentals)


2901 S Michigan Ave, Unit Orange Sunset 2901 S Mich

6035 S Saint Lawrence Ave, Unit gs

2605 S Indiana Ave, Unit 1 bedroom

4800 S Chicago Beach Dr, Unit 1605

3001 S Michigan Ave, Unit 1505

1400 E 55th Pl, Unit 303S

630 S Clark St, Unit 3711

1400 S Michigan Ave, Unit 27G

1043 W Madison St, Unit 27R
The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

1450 E 55th Plz, Unit 720S

2110 S Wabash Ave

1224 W Van Buren St

1101 W Jackson Blvd

770 W Gladys Ave, Unit 23E

1111 S Wabash Ave, Unit 23D

1400 S Michigan Ave, Unit 1807

1901 S Calumet Ave, Unit 1111

621 S Plymouth Ct, Unit 307

700 S Clark St, Unit 13D
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

705 S Clark St, Unit 44G

1450 E 55th Pl, Unit 717S

1060 W Van Buren St, Unit 906

336 S Halsted St

65 E Monroe St, Unit 1118A

701 S Dearborn St, Unit 1607

1150 S Michigan Ave, Unit 510E

850 W Jackson Blvd, Unit 13E

1250 S Michigan Ave, Unit 02208

233 E 13th St, Unit 2501
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!

701 S Wells St, Unit 808

1629 S Prairie Ave, Unit 1908

1201 W Adams St, Unit 909

225 S Sangamon St, Unit 310

1160 S Michigan Ave, Unit 25C

47 W polk St, Unit 614

60 E Monroe St, Unit 1807A

1115 S Plymouth Ct, Unit 113

130 S Green St, Unit 7D

1201 S Prairie Ave, Unit 1405
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.

2105 S Wabash Ave, Unit 2209

513 S Damen Ave, Unit 809

513 S Damen Ave, Unit 1312

513 S Damen Ave, Unit 1205

513 S Damen Ave, Unit 1416

513 S Damen Ave, Unit 916

513 S Damen Ave, Unit 1906

513 S Damen Ave, Unit 2009

513 S Damen Ave, Unit 401

513 S Damen Ave, Unit 702
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $2,668 | $900 | $10,000+ |
| Southwest Chicago 3 Bedroom Homes for Rent | $2,528 | $910 | $8,500 |
| Southwest Chicago 4 Bedroom Homes for Rent | $2,859 | $1,160 | $6,800 |
| Southwest Chicago 5 Bedroom Homes for Rent | $3,630 | $2,100 | $6,000 |
| Southwest Chicago 6 Bedroom Homes for Rent | $4,550 | $2,300 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 120 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 #8
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 7455 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $32,164. There are also 1241 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $900 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 $900 to $58,000 with an average monthly rent of $2,519.
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 $1,010 to $16,016, while Three Bedroom Homes, Condos, and Townhomes for rent range from $910 to $8,500. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $1,025.
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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.