Luxury Apartments for Rent in Chicago, IL with Swimming Pool (313 Rentals) Page 2 of 7

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

The most luxurious Apartments in Chicago with high-end amenities, features, and finishes.

close
View Me
Catalyst
Rent Specials
$2,768 - $6,634

Total Monthly Price

Base Rent$2,768 - $6,634
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Catalyst

123 N Desplaines StChicago, IL 60661
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
State and Grand
Rent Specials
$2,770 - $7,044

Total Monthly Price

Base Rent$2,770 - $7,044
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

State and Grand

505 N State StChicago, IL 60654
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Lake and Wells
Rent Specials
$2,373 - $4,769

Total Monthly Price

Base Rent$2,373 - $4,769
Total Monthly PriceVaries
Studio to 2 Bedroom Apartments Available Now

Lake and Wells

210 N Wells StChicago, IL 60606
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

Read Article
close
View Me
Westerly
Rent Specials
$2,291 - $6,359

Total Monthly Price

Base Rent$2,291 - $6,359
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Westerly

740 N Aberdeen StChicago, IL 60642
Transit Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
Logan Apartments
$2,294 - $9,821

Total Monthly Price

Base Rent$2,294 - $9,821
Total Monthly PriceVaries
Studio to 2 Bedroom Apartments Available Now

Logan Apartments

2522 N Milwaukee AveChicago, IL 60647
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
The Cooper
Rent Specials
$2,109 - $8,513

Total Monthly Price

Base Rent$2,109 - $8,513
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

The Cooper

720 S Wells StChicago, IL 60607
Student Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
465 North Park
$2,613 - $13,746

Total Monthly Price

Base Rent$2,613 - $13,746
Total Monthly Price$2,613 - $13,746
Studio to 3 Bedroom Apartments Available Now

465 North Park

465 N Park DrChicago, IL 60611
Luxury
  • Verified
  • Customer Reviewed
  • 3D Tour

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

Read Article
close
View Me
The Sinclair
$2,738 - $13,952

Total Monthly Price

Base Rent$2,738 - $13,952
Total Monthly PriceVaries
Studio to 4 Bedroom Apartments Available Now

The Sinclair

1201 N La Salle DrChicago, IL 60610
Outdoors
  • Verified
  • Customer Reviewed
  • Utilities Included
close
View Me
1225 Old Town
Rent Specials
$2,383 - $6,680

Total Monthly Price

Base Rent$2,383 - $6,680
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

1225 Old Town

1225 N Wells StChicago, IL 60610
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
1133 N. Dearborn
$1,869 - $4,064

Total Monthly Price

Base Rent$1,869 - $4,064
Total Monthly PriceVaries
Studio to 2 Bedroom Apartments Available Now

1133 N. Dearborn

1133 N Dearborn StChicago, IL 60610
Affordability
  • Verified
  • 3D Tour
  • Smoke Free
close
View Me
OneEleven
Rent Specials
$2,783 - $18,334

Total Monthly Price

Base Rent$2,783 - $18,334
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

OneEleven

111 W Wacker DrChicago, IL 60601
Luxury
  • Verified
  • Customer Reviewed
  • 3D Tour

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Read Article
close
View Me
1120 N. LaSalle
$1,816 - $3,616

Total Monthly Price

Base Rent$1,816 - $3,616
Total Monthly PriceVaries
Studio to 2 Bedroom Apartments Available Now

1120 N. LaSalle

1120 LaSalle DrChicago, IL 60610
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
750 N. Rush
$2,424 - $7,983

Total Monthly Price

Base Rent$2,424 - $7,983
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

750 N. Rush

750 N Rush StChicago, IL 60611
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
100 W. Chestnut
$2,177 - $3,643

Total Monthly Price

Base Rent$2,177 - $3,643
Total Monthly PriceVaries
1 to 2 Bedroom Apartments Available Now

100 W. Chestnut

100 W Chestnut StChicago, IL 60610
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Read Article
close
View Me
Union West
$2,403 - $10,989

Total Monthly Price

Base Rent$2,403 - $10,989
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Union West

939 W Washington BlvdChicago, IL 60607
Luxury
  • Verified
  • Customer Reviewed
  • 3D Tour

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
Showing Results 51-100, Page 2 of 7

Chicago, IL Area Reviews

  • Parks
  • Entertainment
  • Local Vibes
  • Restaurants
  • Location
  • Traffic
  • Public Transportation
  • Outdoor Access
  • Cost of Living
  • Safety

Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

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 Courts of the Fountains listed at $1,180.

How much is the average rent for Chicago Apartments with Swimming Pool?

The average rent for a Apartment in Chicago with Swimming Pool is $4,229.

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 615 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

decorative image for The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago article

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.

decorative image for Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible article

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.

decorative image for Chicago Relocation 101: Mastering Utilities, Registration, and the CTA article

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.

decorative image for Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago article

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

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

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.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.