
Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL with Swimming Pool (97 Rentals)


1160 S Michigan Ave, Unit 1606

1400 S Michigan Ave, Unit 27G

899 S Plymouth Ct, Unit 1806

630 S Clark St, Unit 3711

899 S Plymouth Ct, Unit 404

1450 E 55th Pl, Unit 927S
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.

1043 W Madison St, Unit 27R

1111 S Wabash Ave, Unit 1810

1056 W Van Buren St, Unit 0403

1451 E 55th St

910 S Michigan Ave, Unit 1505

1400 S Michigan Ave, Unit 2512

65 E Monroe St, Unit 1118A

1500 W Monroe St, Unit 1227

720 S Clark St, Unit 1501

1061 W Madison St

621 S Plymouth Ct, Unit 307

65 E Monroe St, Unit 4716F

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.

1111 S Wabash Ave, Unit 23D

770 W Gladys Ave, Unit 23E

1400 E 55th Pl, Unit 716S

1401 E 55th St, Unit 902N

550 N State St, Unit 3310

301 S Halsted St, Unit 1611

850 W Jackson Blvd, Unit 13E
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.

1150 S Michigan Ave, Unit 510E

701 S Dearborn St, Unit 1607

1069 W 14th Pl, Unit 107

1250 S Michigan Ave, Unit 02208

301 S Leavitt St, Unit 5C

1819 S Michigan Ave, Unit 1106

1335 S Prairie Ave, Unit 408

933 W Van Buren St, Unit 902

701 S Wells St, Unit 0405

1629 S Prairie Ave, Unit 3008

47 W Polk St, Unit 614

100 E 14th St, Unit 906

230 S Halsted St, Unit 2406
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.

1160 S Michigan Ave, Unit 25C

1201 S Prairie Ave, Unit 706

1629 S Prairie Ave, Unit 1711

40 S Halsted St, Unit 206

123 S Green St, Unit 11E

779 W Adams St, Unit 1406

130 S Green St, Unit 7D

1224 W Van Buren St, Unit 2003

901 W Madison St, Unit 620N
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!

1211 S Prairie Ave, Unit 4805
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 | $2,594 | $900 | $10,000+ |
Southwest Chicago 3 Bedroom Homes for Rent | $2,508 | $825 | $7,900 |
Southwest Chicago 4 Bedroom Homes for Rent | $2,726 | $860 | $10,000+ |
Southwest Chicago 5 Bedroom Homes for Rent | $2,864 | $1,210 | $6,550 |
Southwest Chicago 6 Bedroom Homes for Rent | $9,575 | $4,650 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 97 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
Quick 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.
Frequently Asked Questions about Southwest Chicago
What type of rentals are currently available in Southwest Chicago?
There are currently 7564 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $575 to $16,678. There are also 1386 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $700 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 $700 to $58,000 with an average monthly rent of $3,419.
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 $1,075 to $15,970, while Three Bedroom Homes, Condos, and Townhomes for rent range from $825 to $7,900. Four Bedroom Single-Family rentals are also available starting from $860 and Four Bedroom Apartments start at $1,040.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.