
Homes for Rent in Chicago, IL with Swimming Pool (590 Rentals) Page 4 of 12


230 N Michigan Ave

30 E Huron St, Unit 3605

30 E Huron St, Unit # 904

30 E Huron St, Unit # 0904

233 E Erie St, Unit 3002

225 S Sangamon St, Unit 310

525 W Hawthorne Pl, Unit 2104

1355 N Sandburg Ter, Unit 1801D

1160 S Michigan Ave, Unit 25C

60 E Monroe St, Unit 1807A

680 N Lake Shore Dr, Unit 45C

450 E Waterside Dr, Unit 411

29 N Morgan St, Unit 1613

1152 W Randolph St, Unit 1

301 W Ohio St, Unit 1004

545 N Dearborn St, Unit 1107

50 E Chestnut St, Unit 501

1115 S Plymouth Ct, Unit 113

600 N Dearborn St, Unit 1611

150 W Superior St, Unit 808

130 S Green St, Unit 7D

200 W Hubbard St, Unit 304B

932 W Randolph St, Unit 54F

401 N Wabash Ave, Unit 74g

52 W Elm St, Unit 3501

363 W Erie St, Unit 28C

61 W Erie St, Unit 32C

330 W Grand Ave, Unit 18F

345 N La Salle Dr, Unit 3503

155 N Harbor Dr

770 N La Salle Dr, Unit 32R

737 W Washington Blvd, Unit 2707

80 E Wacker Pl, Unit 3205

445 E North Water St, Unit 2811

415 E North Water St, Unit 33D

740 S Federal St, Unit 2817

230 E Ontario St, Unit 802

1200 N Wells St, Unit 1308

744 N Wells St, Unit 1524

1200 N Wells St, Unit 1508

990 N Lake Shore Dr, Unit 014C

1212 N Wells St, Unit 1501

2470 N Lincoln Ave

1360 N Sandburg Ter, Unit 1701

2369 N Lincoln Ave, Unit 1113

106 N Aberdeen St, Unit 5

1201 S Prairie Ave, Unit 1405

1212 N La Salle Dr, Unit 1505

400 E Ohio St, Unit 26E
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.