Search Hotels with Pool in Chicago

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Check availability on Chicago Hotels with Pool

Top Chicago Hotels 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, (1632)
"Great location, nice size rooms with balconies. "
The price is ฿6,276
฿8,362 total
includes taxes & fees
1 Sept - 2 Sept
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, (2231)
"Great location to stay!"
The price is ฿7,132
฿9,415 total
includes taxes & fees
2 Sept - 3 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, (1029)
"nice place to stay with children "
The price is ฿3,048
฿3,474 total
includes taxes & fees
8 Sept - 9 Sept
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2631)
"Awesome location and amenities "
The price is ฿5,168
฿7,023 total
includes taxes & fees
1 Sept - 2 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, (1003)
"Great stay!"
The price is ฿3,604
฿4,144 total
includes taxes & fees
14 Sept - 15 Sept
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, (1999)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is ฿4,924
฿5,780 total
includes taxes & fees
2 Sept - 3 Sept
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, (1884)
"Helpful staff, beautiful hotel in a great location!"
The price is ฿5,647
฿7,443 total
includes taxes & fees
4 Sept - 5 Sept
Palmer House a Hilton Hotel
Hilton Chicago
Indoor pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2101)
"Awesome hotel, highly recommended."
The price is ฿4,557
฿6,305 total
includes taxes & fees
4 Sept - 5 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, (1022)
"Hotel is clean and staff is friendly. Location is great withing walking distant to restaurants and grocery stores. "
The price is ฿3,322
฿3,819 total
includes taxes & fees
14 Sept - 15 Sept
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
7.4 out of 10, Good, (1335)
"Property was very nice - would do a repeat stay"
The price is ฿3,485
฿3,989 total
includes taxes & fees
1 Sept - 2 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.

Top Chicago Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Great location, lovely room, clean, helpful staff."
Suzanne 2-night trip
Posted 1 day ago
The Whitehall Hotel, BW Premier Collection

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 49 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool and complimentary wireless Internet access. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Features a snack bar/deli, a 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 49 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.