
Homes for Rent in Chicago, IL with Swimming Pool (591 Rentals) Page 6 of 12


1212 S Michigan Ave, Unit 2101

2155 N Elston Ave, Unit 312

2155 N Elston Ave, Unit 857

2155 N Elston Ave, Unit 132

2155 N Elston Ave, Unit 183

2155 N Elston Ave, Unit 644

330 E Wacker Dr

944 W Grace St, Unit 954-D201

900 W Washington Blvd

530 S Damen Ave

712 S Wells St

2121 S Wabash Ave

193 E Illinois St

197 E Illinois St

337 E Wacker Dr

757 N Hudson Ave

332 E Wacker Dr

1057 W Van Buren St

447 N State St

1440 W Randolph St

55 W Elm St

1104 W Lake St

1201 W Van Buren St

1101 W Carroll Ave

336 N Union Ave

198 N Wells St

342 E Ontario St

159 W Superior St

710 W Adams St

176 W Superior St

330 E Wacker Dr

174 N Desplaines St

149 N Ada St

53 E Lake St

425 W Roscoe St, Unit 503

2113 S Wabash Ave

7 N State St

229 N Elizabeth St

462 N State St

4334 N Hazel St, Unit 101

944 W Grace St, Unit 954-D201

5650 N Sheridan Rd, Unit 10C

1120 S Michigan Ave

777 N Michigan Ave, Unit #2500

186 E Illinois St

78 E Lake St

834 N La Salle St

45 W Chicago Ave

784 N La Salle Dr
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 | $2,912 | $900 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,522 | $1,110 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $4,087 | $1,160 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $6,876 | $2,100 | $10,000+ |
| Chicago 6 Bedroom Homes for Rent | $6,553 | $2,600 | $10,000+ |
| Chicago 7 Bedroom Homes for Rent | $6,525 | $1,150 | $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 24202 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $43,181. There are also 5008 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $400 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 $400 to $58,000 with an average monthly rent of $2,820.
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 $1,110 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,160 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

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

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.

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.