Outdoor Pools in Chicago

Chicago, IL Hotels with an Outdoor Pool $62

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Search over a million flights, hotels, packages, and more

Featured Chicago Hotels with an Outdoor Pool

Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL
Free CancellationReserve now, pay when you stay
$178
per night
Nov 1 - Nov 2
4.5/5Wonderful! (2,011 reviews)

"goof location - everything is within walking distance."…"

Reviewed on Oct 13, 2019

Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free Cancellation
$184
per night
Oct 30 - Oct 31
4.2/5Excellent! (2,225 reviews)

"Great central location, friendly staff, super clean, Starbucks and Michael Jordan’s bar & restaurant in lobby!"…"

Reviewed on Oct 14, 2019

InterContinental Chicago Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
3.5 out of 5
300 E Ohio St, Chicago, IL
Free CancellationReserve now, pay when you stay
$104
per night
Nov 3 - Nov 4
4.2/5Very Good! (5,179 reviews)

"Clean, beautiful rooms. Friendly helpful staff. Great location downtown. The only negatives are no free breakfast and if you park with the hotel it’s an extra 55 dollars a day."…"

Reviewed on Oct 7, 2019

DoubleTree by Hilton Chicago - Magnificent Mile
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3 out of 5
777 East Grand Avenue, Bensenville, IL
Free CancellationReserve now, pay when you stay
$70
per night
Nov 3 - Nov 4
3.7/5Good! (3,063 reviews)

"It was a nice place and a great value. The only thing we were unhappy about was no refrigerator in the room."…"

Reviewed on Oct 7, 2019

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Free CancellationReserve now, pay when you stay
$143
per night
Nov 1 - Nov 2
4.4/5Excellent! (4,229 reviews)

"Lovely, quiet room with comfortable space for reading, computer work, and stretching--excellent bed!"…"

Reviewed on Oct 13, 2019

Swissotel - Chicago
Radisson Hotel Schaumburg
3.5 out of 5
1998 North Roselle Road, Schaumburg, IL
Free CancellationReserve now, pay when you stay
$101
per night
Oct 25 - Oct 26
4.4/5Wonderful! (1,253 reviews)

"Great location! Very modern look and super clean. Hot tub by pool!"…"

Reviewed on Sep 14, 2019

Radisson Hotel Schaumburg
Hilton Chicago/Oak Brook Hills Resort & Conference Center
4 out of 5
3500 Midwest Road, Oak Brook, IL
Free CancellationReserve now, pay when you stay
$87
per night
Oct 27 - Oct 28
4.3/5Excellent! (1,301 reviews)

"Great experience! Employees were friendly and the property was buzzing."…"

Reviewed on Sep 29, 2019

Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 out of 5
160 E Huron Street, Chicago, IL
Free CancellationReserve now, pay when you stay
$129
per night
Oct 30 - Oct 31
4.2/5Excellent! (3,788 reviews)

"the best part of the place was the location , walking outside on magnificent mile it was noisy area due to being near hospital and lot of sirens heard all through day and night , however slept ok the pullout sofa was very poor mattress"…"

Reviewed on Oct 14, 2019

Hampton Inn Chicago Downtown/Magnificent Mile
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Free CancellationReserve now, pay when you stay
$149
per night
Oct 30 - Oct 31
4.2/5Excellent! (12,648 reviews)

"Bad thing pool wasn’t working You would had gotten a 100"…"

Reviewed on Oct 14, 2019

Palmer House a Hilton Hotel
Hilton Chicago- Michigan Ave Cultural Mile
4 out of 5
720 S Michigan Ave, Chicago, IL
$135
per night
Nov 15 - Nov 16
4.2/5Excellent! (5,446 reviews)

"Really good hotel and close to everything. It was good time"…"

Reviewed on Oct 9, 2019

Hilton Chicago- Michigan Ave Cultural Mile
Country Inn & Suites by Radisson, Schaumburg, IL
3 out of 5
1401 North Roselle Road, Schaumburg, IL
Free CancellationReserve now, pay when you stay
$84
per night
Oct 26 - Oct 27
4.5/5Wonderful! (1,635 reviews)

"Good location, clean, good breakfast, all day coffee."…"

Reviewed on Oct 14, 2019

Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore
3.5 out of 5
5300 West Touhy Ave, Skokie, IL
Free Cancellation
$105
per night
Nov 1 - Nov 2
3.8/5Good! (142 reviews)

"Very clean, great service from staff, very responsive and engaging"…"

Reviewed on Oct 7, 2019

Holiday Inn Chicago North Shore
Comfort Suites Chicago Schaumburg
2.5 out of 5
1100 East Higgins Road, Schaumburg, IL
Free CancellationReserve now, pay when you stay
$62
per night
Nov 3 - Nov 4
4.2/5Excellent! (1,552 reviews)

"Good service, was able to check in early. Friendly staff"…"

Reviewed on Sep 2, 2019

Comfort Suites Chicago Schaumburg
Hampton Inn & Suites Rosemont Chicago O'Hare
2.5 out of 5
9480 W Higgins Road, Rosemont, IL
$118
per night
Nov 15 - Nov 16
4.7/5Exceptional! (959 reviews)

"Everything was great, will stay again when in the area"…"

Reviewed on Oct 12, 2019

Hampton Inn & Suites Rosemont Chicago O'Hare
Embassy Suites Chicago Downtown Magnificent Mile
4 out of 5
511 North Columbus Drive, Chicago, IL
Free CancellationReserve now, pay when you stay
$147
per night
Oct 30 - Oct 31
4.4/5Excellent! (5,978 reviews)

"I was disappointed that there weren't better parking options for the money you're spending. Also, for a major race weekend, I thought they'd open up better early breakfast options. I asked the staff for a bagel and they declined me."…"

Reviewed on Oct 14, 2019

Embassy Suites Chicago Downtown Magnificent Mile
La Quinta Inn & Suites by Wyndham Chicago Gurnee
2.5 out of 5
5688 Northridge Rd, Gurnee, IL
Free CancellationReserve now, pay when you stay
$65
per night
Oct 16 - Oct 17
3.9/5Very Good! (1,516 reviews)

"This was a wonderful chain hotel. The woman at the front desk was absolutely a joy. She greeted us kindly and when we checked out she said good bye with a warm smile. The only issue I have was that there was a large chunk of hair in my shower, as well as a lot of hair all over the shower curtain. ..."…"

Reviewed on Oct 14, 2019

La Quinta Inn & Suites by Wyndham Chicago Gurnee
Hyatt Place Chicago/Downtown - The Loop
3 out of 5
28 North Franklin Street, Chicago, IL
Free Cancellation
$170
per night
Nov 1 - Nov 2
4.5/5Wonderful! (1,576 reviews)

"Very nice stay, friendly staff, nice environment. It’s very well located"…"

Reviewed on Oct 8, 2019

Hyatt Place Chicago/Downtown - The Loop
Embassy Suites Chicago Downtown
4 out of 5
600 N State St, Chicago, IL
$98
per night
Nov 3 - Nov 4
4.4/5Excellent! (4,000 reviews)

"Great location, breakfast and reception in the evening were excellent. Would stay there again."…"

Reviewed on Oct 8, 2019

Embassy Suites Chicago Downtown
Don't see what you're looking for?
See all available properties in Chicago
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pocket Guide: Hotels with an Outdoor Pool in Chicago

Search for hotels in Chicago on Expedia. You can easily find your hotels in Chicago using one of the methods below:

  • View our selection of featured hotels in Chicago
  • Use the map to find hotels in the Chicago neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chicago, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last

More trip options

Recently Booked Hotels with an Outdoor Pool in Chicago

Travelers Loved These Hotels with an Outdoor Pool