Chicago Hotel with Pool

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Check availability on Chicago Hotel with Pool

Top Chicago Hotel with Pool

Our top choices for Chicago hotels with a pool

Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1697)
"Love this place"
The price is HK$1,841
HK$2,399 total
includes taxes & fees
19 Oct - 20 Oct
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile by IHG
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2391)
"Great stay "
The price is HK$2,014
HK$2,614 total
includes taxes & fees
21 Sept - 22 Sept
InterContinental Chicago Magnificent Mile by IHG
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Indoor pool

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3.0 star property
7.2 out of 10, Good, (1073)
"nice place to stay with children "
The price is HK$688
HK$784 total
includes taxes & fees
21 Sept - 22 Sept
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2771)
"The hotel was in a great location. "
The price is HK$1,501
HK$1,991 total
includes taxes & fees
21 Sept - 22 Sept
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg by IHG
Pool

Holiday Inn Chicago - Schaumburg by IHG

3.5 star property
8.4 out of 10, Very good, (1004)
"Great stay for weekend getaway to the area."
The price is HK$793
HK$912 total
includes taxes & fees
13 Oct - 14 Oct
Holiday Inn Chicago - Schaumburg by IHG
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2050)
"We had a great stay, we will be visiting again"
The price is HK$1,425
HK$1,673 total
includes taxes & fees
19 Oct - 20 Oct
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1970)
"Wonderful historic property, we loved our stay in this beautiful hotel"
The price is HK$1,818
HK$2,329 total
includes taxes & fees
26 Sept - 27 Sept
Palmer House a Hilton Hotel
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2211)
"Amazing stay and great location…"
The price is HK$1,430
HK$1,907 total
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Indoor pool, open 6:00 AM to 11:00 PM, pool loungers

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (1061)
"Breakfast was excellent and room very clean and comfortable "
The price is HK$761
HK$875 total
includes taxes & fees
12 Oct - 13 Oct
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore by IHG
Indoor pool

Holiday Inn Chicago North Shore by IHG

3.0 star property
7.6 out of 10, Good, (1366)
"Nice location near a lot of stores, restaurants, hotel is clean and love the pool and jacuzzi"
The price is HK$926
HK$1,060 total
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Chicago North Shore by IHG
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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Hotels with pools and free breakfast in Chicago

DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2050)
The price is HK$1,425
HK$1,673 total
includes taxes & fees
19 Oct - 20 Oct
DoubleTree by Hilton Chicago - Magnificent Mile
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Hotels with pools and hot tubs in Chicago

Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2211)
The price is HK$1,430
HK$1,907 total
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great location, close to different restaurants and coffee shops. Sadly the pool was closed when I was there but it looked like the property was very well maintained. Staff was so nice upon check in. Our room was nice and comfortable! Enjoyed my stay and will be back!!"
Eliana 3-night trip
Posted 3 hours ago
Hilton Chicago/Magnificent Mile Suites

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 121 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue and Navy Pier, 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. 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. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Provides a snack bar/deli, a pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool and complimentary wireless Internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre.
How many hotels with pools should I expect to find in Chicago?
Expedia's 121 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, Navy Pier and Wrigley Field 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.