
Homes for Rent in Chicago, IL with Swimming Pool (531 Rentals) Page 3 of 11


420 E Waterside Dr

701 S Dearborn St, Unit 1607

303 W Ohio St, Unit 33D

1660 N La Salle Dr, Unit 707

400 N La Salle Dr, Unit 4312

700 N La Salle Dr

1001 W 15th St, Unit 416

360 E Randolph St

200 Dearborn N St, Unit 1602

801 S Plymouth Ct, Unit 2703

757 N Orleans St, Unit 0705n

757 N Orleans St

757 N Orleans St, Unit #705

30 E Huron St, Unit 5605

340 E Randolph, Unit 1818

233 E 13th St, Unit 2501

1250 S Michigan Ave, Unit 02208

545 N Dearborn St

3900 N Pine Grove Ave, Unit 802

301 S Halsted St

200 N Jefferson St, Unit 3711

900 W Washington Blvd

360 E Randolph St, Unit 2002

1151 W 15th St, Unit 414

1160 S Michigan Ave, Unit 3601

33 W Ontario St, Unit 24I

1460 N Halsted St

15 N Elizabeth St

8 E Randolph St, Unit 10A

5828 N Kenmore Ave, Unit 1

1200 N La Salle Dr

340 E Randolph

440 N Wabash Ave, Unit 2309

330 W Grand Ave, Unit 1706

917 W Washington Blvd, Unit 805

600 N Fairbanks Ct, Unit 3503

100 E 14th St, Unit 2207

1160 S Michigan Ave, Unit 25C

30 E Huron St, Unit 3404

900 W Van Buren St, Unit 404

233 E Erie St, Unit 3002

615 W Randolph St, Unit 45L

545 N Dearborn St, Unit 1311

301 W Ohio St, Unit 1004

52 W Elm St, Unit 3501

1152 W Randolph St, Unit 1

545 N Dearborn St, Unit 1107

450 E Waterside Dr, Unit 411

932 W Randolph St, Unit 54F
Chicago, IL Local Guide

How much does it cost to rent a home in Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chicago 2 Bedroom Homes for Rent | $2,904 | $950 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,472 | $1,080 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $4,505 | $750 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $6,741 | $1,475 | $10,000+ |
| Chicago 6 Bedroom Homes for Rent | $7,431 | $2,200 | $10,000+ |
| Chicago 7 Bedroom Homes for Rent | $6,566 | $3,300 | $10,000+ |
Browse Top Homes for Rent in Chicago
Explore Chicago
Chicago, IL Area Reviews
Nicole • 4+ years in Chicago
April 10, 2026Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere
Frequently Asked Questions about Chicago
What type of rentals are currently available in Chicago?
There are currently 24278 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $48,409. There are also 5283 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $600 to $58,000.
What is the current price range for Rental Homes in Chicago?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chicago ranges from $600 to $58,000 with an average monthly rent of $4,801.
How much are larger Three and Four Bedroom Rentals in Chicago?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chicago range from $883 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,080 to $40,000. Four Bedroom Single-Family rentals are also available starting from $750 and Four Bedroom Apartments start at $924.
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 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.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.