
Luxury Apartments for Rent in Chicago, IL with Swimming Pool (240 Rentals) Page 4 of 5
The most luxurious Apartments in Chicago with high-end amenities, features, and finishes.


Total Monthly Price
370 N Desplaines St, Unit 201

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3800 N Whipple St, Unit 2

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160 E Grand Ave

Total Monthly Price
821 W Van Buren St

Total Monthly Price
845 W Madison St, Unit ST

Total Monthly Price
25 S Halsted St

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443 W Huron St

1111 N Wells St

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1150 S Michigan Ave

411 N Halsted St, Unit 610

2480-2522-2522 N Milwaukee Ave

200 N Wells St

2400 N Lakeview Ave

1250 S Michigan Ave

1205 N Wells St

347 W Chestnut St

1636 N Wells St

2100 S Wabash Ave

513 S Damen Ave

513 S Damen Ave

513 S Damen Ave

513 S Damen Ave

513 S Damen Ave

513 S Damen Ave

513 S Damen Ave

513 S Damen Ave

513 S Damen Ave

513 S Damen Ave

2480-2522-2522 N Milwaukee Ave

1360 W Evergreen Ave

123 N Desplaines St

156 W Superior St

2480-2522-2522 N Milwaukee Ave

2480-2522-2522 N Milwaukee Ave

347 W Chestnut St

347 W Chestnut St

485 E Ohio St

347 W Chestnut St

740 N Aberdeen St

51 E Chestnut St

347 W Chestnut St

1637 W Chicago Ave

Luxury unit spectacular view

211 E. Ohio St.

Illume

R+D659

55 E Erie St

600 N Lake Shore Dr

400 E Ohio St
Chicago, IL Local Guide

How much does it cost to rent an apartment in Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chicago Studio Apartments | $1,907 | $550 | $6,511 |
| Chicago 1 Bedroom Apartments | $2,419 | $650 | $10,000+ |
| Chicago 2 Bedroom Apartments | $2,986 | $650 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,722 | $755 | $10,000+ |
| Chicago 4 Bedroom Apartments | $3,315 | $1,040 | $10,000+ |
| Chicago 5 Bedroom Apartments | $9,615 | $2,400 | $10,000+ |
| Chicago 6 Bedroom Apartments | $13,494 | $850 | $10,000+ |
Explore Chicago
Frequently Asked Questions about Chicago Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Chicago?
Currently the most affordable Apartment in Chicago with Swimming Pool is at The Sovereign listed at $920.
How much is the average rent for Chicago Apartments with Swimming Pool?
The average rent for a Apartment in Chicago with Swimming Pool is $4,096.
What is the largest Chicago Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Chicago is a 4,425 square feet unit starting from $2,258 at 369 Grand by Onni.
What is the average size for Chicago Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Chicago is currently at 591 sq ft.
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

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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.