
Homes for Rent in Chicago, IL with Swimming Pool (604 Rentals) Page 12 of 13


2121 S Wabash Ave

740 N Dearborn St

405 N Wabash Ave

155 N Desplaines St

224 W Hubbard St

3746 N Halsted St

55 W Elm St

523 N State St

53 E Lake St

1257 S Michigan Ave

559 W Kinzie St

830 W Van Buren St

224 N Ada St

6858 S Halsted St

155 N Harbor Dr, Unit 4007

111 E Chestnut St, Unit 56AB

4343 N Clarendon Ave, Unit 1518

757 N Orleans St

400 E Randolph St, Unit 3721

400 E Randolph St, Unit 3504

401 E Ontario St, Unit 803

1001 W 15th St, Unit 316

400 E Ohio St, Unit 801

6400 W Berteau Ave

155 N Harbor Dr, Unit 4312

363 E Wacker Dr, Unit 2204

400 E Randolph St, Unit 1430

5445 N Sheridan Rd, Unit 1112

340 E Randolph St, Unit 4901

1070 W 15th St, Unit 147

8324 S Baker Ave, Unit 2

106 S Ridgeland Ave, Unit 303

310 Lathrop Ave, Unit 401

301 E Plainfield Rd, Unit LaGrange condo

9230 Seymour Ave, Unit 2E

1720 Maple Ave, Unit 203

1720 Maple Ave, Unit 411

1720 Maple Ave, Unit 2440

1570 Elmwood Ave, Unit 706

9416 Bay Colony Dr, Unit 9416 3S

3527 Central, Unit 301

531 E Lincoln St

1415 E Central Rd, Unit Dana Point

Total Monthly Price
100 N Addison Ave, Unit SI FL4-ID1120

Total Monthly Price
100 N Addison Ave, Unit SI FL5-ID865

920 Beau Dr

675 Grove Terrace

1706 Sherman Ave, Unit 201

1706 Sherman Ave, Unit 207
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 | $2,842 | $880 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,548 | $700 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $3,932 | $1,180 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $6,074 | $2,200 | $10,000+ |
| Chicago 6 Bedroom Homes for Rent | $6,094 | $2,300 | $10,000+ |
| Chicago 7 Bedroom Homes for Rent | $5,610 | $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 24195 Apartments for Rent in Chicago, IL with pricing that ranges from $600 to $43,181. There are also 4945 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $700 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 $700 to $58,000 with an average monthly rent of $2,812.
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 $695 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $700 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,180 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.