
Homes for Rent in Southwest Chicago Neighborhood of Chicago, IL with Swimming Pool (106 Rentals)


899 S Plymouth Ct, Unit 1705

1400 S Michigan Ave, Unit 27G

899 S Plymouth Ct, Unit 1806

630 S Clark St, Unit 3711

899 S Plymouth Ct, Unit 404

1043 W Madison St, Unit 27R

1111 S Wabash Ave, Unit 1810

4800 S Chicago Beach Dr, Unit 2714

1056 W Van Buren St, Unit 1217
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.

901 S Plymouth Ct, Unit 901 Plymouth Court #1305

910 S Michigan Ave, Unit 1505

1400 S Michigan Ave, Unit 2512

1451 E 55th St

1500 W Monroe St, Unit 1227

720 S Clark St, Unit 1501

1322 S Prairie Ave, Unit 609

1160 S Michigan Ave, Unit 1201

65 E Monroe St, Unit 4716F
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.

621 S Plymouth Ct, Unit 307

1061 W Madison St

1400 S Michigan Ave, Unit 1409

1111 S Wabash Ave, Unit 23D

770 W Gladys Ave, Unit 23E

701 S Wells St, Unit 2316

1400 E 55th Pl, Unit 716S

301 S Halsted St, Unit 1205

801 S Plymouth Ct, Unit 1012

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

120 E 32nd St

701 S Dearborn St, Unit 1607

1250 S Michigan Ave, Unit 02208

301 S Leavitt St, Unit 5C

1819 S Michigan Ave, Unit 1106

933 W Van Buren St, Unit 902

1335 S Prairie Ave, Unit 408
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.

1629 S Prairie Ave, Unit 3008

47 W Polk St, Unit 614

100 E 14th St, Unit 906

100 E 14th St, Unit 906

100 E 14th St, Unit 906

800 W Adams St, Unit 2406

125 E 13th St

733 S Wells St, Unit 906

1629 S Prairie Ave, Unit 2302

1160 S Michigan Ave, Unit 25C
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!

701 S Wells St, Unit 1106

60 E Monroe St, Unit 1807A

1201 S Prairie Ave, Unit 706
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 | $2,643 | $900 | $10,000+ |
Southwest Chicago 3 Bedroom Homes for Rent | $2,430 | $875 | $7,900 |
Southwest Chicago 4 Bedroom Homes for Rent | $2,781 | $950 | $10,000+ |
Southwest Chicago 5 Bedroom Homes for Rent | $3,042 | $1,130 | $6,550 |
Southwest Chicago 6 Bedroom Homes for Rent | $4,650 | $4,650 | $4,650 |
Browse Homes for Rent in this Neighborhood
There are currently 106 rentals with your search options within a 2 mile radius of the Southwest Chicago Neighborhood of Chicago, IL.
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Southwest Chicago, Chicago, IL Local Guide
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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 7524 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $575 to $16,690. There are also 1414 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 $2,737.
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 $1,000 to $16,690, while Three Bedroom Homes, Condos, and Townhomes for rent range from $875 to $7,900. Four Bedroom Single-Family rentals are also available starting from $950 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.