Chicago Hotel with Pool

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Check availability on Chicago Hotel with Pool

Our top choices for Chicago hotels with a pool

Indoor pool, open 7:00 AM to 10:00 PM, pool loungers

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,074 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is HK$664
HK$780 total
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Mag Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,299 reviews)
"Awesome quite hotel beds are amazing great location "
United States
jamie
The price is HK$718
HK$842 total
includes taxes & fees
16 Feb - 17 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,792 reviews)
"Great stay"
United States
Jennifer
The price is HK$826
HK$970 total
includes taxes & fees
16 Feb - 17 Feb
Hilton Chicago/Magnificent Mile Suites
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,665 reviews)
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
The price is HK$695
HK$816 total
includes taxes & fees
12 Feb - 13 Feb
The Wade
Indoor pool, open 5:00 AM to 11:00 PM, pool loungers

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,664 reviews)
"Great place to stay"
United States
suleman
The price is HK$977
HK$1,147 total
includes taxes & fees
15 Feb - 16 Feb
voco Chicago Downtown - Riverwalk by IHG
Indoor pool

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,649 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is HK$801
HK$940 total
includes taxes & fees
22 Feb - 23 Feb
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,076 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is HK$859
HK$1,238 total
includes taxes & fees
22 Feb - 23 Feb
Hyatt Centric Chicago Magnificent Mile
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,845 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is HK$589
HK$692 total
includes taxes & fees
16 Feb - 17 Feb
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,437 reviews)
"Room was perfect, the staff was so friendly. "
United States
Joseph
The price is HK$890
HK$1,295 total
includes taxes & fees
15 Feb - 16 Feb
The Royal Sonesta Chicago River North
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,356 reviews)
"All things about this hotel was good from the location to the staff"
United States
Cisco
The price is HK$634
HK$745 total
includes taxes & fees
17 Feb - 18 Feb
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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.
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub

Hotels with pools and free breakfast in Chicago

Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3074)
The price is HK$664
HK$780 total
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Mag Mile
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Hotels with pools and hot tubs in Chicago

Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1076)
The price is HK$859
HK$1,238 total
includes taxes & fees
22 Feb - 23 Feb
Hyatt Centric Chicago Magnificent Mile
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.
View all properties

Top Chicago Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Room was clean and looked exactly like the pictures online. Staff were very nice throughout the stay."
Sheri Lynn 2-night trip
Posted 1 day ago
Eurostars Magnificent Mile

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great holiday, you might want to think about lively Chicago, which offers 131 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue and Wrigley Field, and then kick back and relax poolside at one of the accommodation options in Chicago that guests like for their pools.
What are some hotels with pools in Chicago?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Offers a snack bar/deli, a pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool and complimentary wireless Internet access. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from Michigan Avenue. Features a full-service spa, a pool and Smart televisions. Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from Willis Tower. Offers a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access.
How many hotels with pools should I expect to find in Chicago?
Expedia's 131 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places such as Michigan Avenue, Wrigley Field and Naval Base Great Lakes while you're in Chicago. Surround yourself with nature at Millennium Park and Grant Park. Visitors have positive things to say about the popular theatre scene and stunning architecture in Chicago.
When is the best time to book a hotel with a pool in Chicago?
You may want to think about accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.
What's the best way to travel around Chicago?
Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. If you'd like to venture out around the area, you may want to rent a car for your trip.

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