
Homes for Rent in Chicago, IL with Swimming Pool (662 Rentals) Page 2 of 14


405 N Wabash Ave, Unit 1603

663 N State St, Unit 911

3700 N Halsted St, Unit 923

200 N Dearborn St, Unit 2208

545 N Dearborn St, Unit 2305

200 N Jefferson St, Unit 21A

450 W Briar Pl, Unit 7A

42 E Superior St, Unit 9F

1455 N Sandburg Ter, Unit 2107
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.

22 N State St, Unit 43c

211 E Ohio St, Unit 1215

5412 W Berteau Ave, Unit 1

10 E Delaware Pl

405 N WABASH, Unit 1608

1122 N Dearborn St, Unit 0

347 E Wacker Dr, Unit 409

1111 S Wabash Ave, Unit 23D

400 E Randolph St, Unit 24

345 N La Salle Dr, Unit 2710
Chicago's Best Affordable Neighborhoods
Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

701 S Dearborn St, Unit 1607

2102 W Barry Ave, Unit 001

899 S Plymouth Ct, Unit 1806

70 W Burton Pl, Unit 807f

155 N Harbor Dr, Unit 4606

770 W Gladys Ave, Unit 23E

6166 N Sheridan Rd, Unit 20G

360 E Randolph St, Unit 2206

189 N Michigan Ave, Unit 47c

519 N Clark St, Unit 3c

401 E Ontario St, Unit 4508

303 W Ohio St, Unit 33D

65 E Monroe St, Unit 1118A

2020 N Lincoln Park W, Unit 30L

1400 S Michigan Ave, Unit 709

440 N Wabash Ave, Unit 3703

30 E Huron St, Unit C

5415 N Sheridan Rd

659 W Randolph St, Unit 911

65 E Monroe St, Unit 4716F

1150 S Michigan Ave, Unit 510E

2650 N Lakeview Ave, Unit 1304

111 W Maple St, Unit 2508

474 N Lake Shore Dr, Unit 2509

30 E Huron St, Unit 3306

1160 S Michigan Ave, Unit 2901

230 N Michigan Ave, Unit 4507

420 E Waterside Dr, Unit 2402

757 N Orleans St, Unit 1205

165 N Canal St, Unit 77G
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 | $2,746 | $850 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,139 | $775 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $3,938 | $750 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $5,016 | $880 | $10,000+ |
| Chicago 6 Bedroom Homes for Rent | $11,171 | $1,650 | $10,000+ |
| Chicago 7 Bedroom Homes for Rent | $3,000 | $3,000 | $3,000 |
Browse Top Homes for Rent in Chicago
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Frequently Asked Questions about Chicago
What type of rentals are currently available in Chicago?
There are currently 24644 Apartments for Rent in Chicago, IL with pricing that ranges from $575 to $77,776. There are also 5602 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $625 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 $625 to $58,000 with an average monthly rent of $4,090.
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 $740 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $775 to $40,000. Four Bedroom Single-Family rentals are also available starting from $750 and Four Bedroom Apartments start at $1,040.
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 Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.