Find Hotels with a Pool in Chicago, IL

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Pick from 458 Chicago Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Radisson Blu Aqua Hotel Chicago
Pool
Radisson Blu Aqua Hotel Chicago
4.5 star property
8.4 out of 10, Very Good, (1424)
"The front office staff were excellent! "
The price is SAR 448
SAR 640 total
includes taxes & fees
17 Dec - 18 Dec
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
Pool
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
9.0 out of 10, Wonderful, (1779)
"Awesome "
The price is SAR 511
SAR 720 total
includes taxes & fees
25 Nov - 26 Nov
InterContinental Chicago Magnificent Mile, an IHG Hotel
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Pool
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3.0 star property
6.6 out of 10, (1004)
"It was okay, nothing special. The extended parking was $10 a day. An expense Travelocity did not tell us about. "
The price is SAR 334
SAR 378 total
includes taxes & fees
24 Nov - 25 Nov
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Exterior
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1940)
" This hotel exceeded all my expectations! The location was perfect, with easy access to attractions, restaurants, and shopping. The room was clean, comfortable, and had amazing city views. The staff were friendly and attentive, making the stay even better. Great amenities, especially the bar! I’d definitely stay here again."
The price is SAR 597
SAR 811 total
includes taxes & fees
24 Nov - 25 Nov
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg, an IHG Hotel
Pool
Holiday Inn Chicago - Schaumburg, an IHG Hotel
3.5 star property
8.4 out of 10, Very Good, (1000)
"Nice hotel "
The price is SAR 357
SAR 411 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Chicago - Schaumburg, an IHG Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Pool
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (1733)
"Good location for what I'm doing"
The price is SAR 369
SAR 434 total
includes taxes & fees
27 Nov - 28 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Pool
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very Good, (1511)
"Spacious room"
The price is SAR 487
SAR 665 total
includes taxes & fees
22 Dec - 23 Dec
Palmer House a Hilton Hotel
Hilton Chicago
Pool
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (1463)
"The room was excellent but the hotel did not have a room available for me by 4pm, even when check in is at 3pm. Housekeeping was excellent. "
The price is SAR 448
SAR 636 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Pool
Country Inn & Suites by Radisson, Schaumburg, IL
3.0 star property
8.6 out of 10, Excellent, (1001)
"Nice stay clean with good staff great breakfast "
The price is SAR 345
SAR 401 total
includes taxes & fees
15 Dec - 16 Dec
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore, an IHG Hotel
Pool
Holiday Inn Chicago North Shore, an IHG Hotel
3.0 star property
7.4 out of 10, Good, (1021)
"The in-building Bar & Grill was decent but expensive. The pool and spa(hot tub) were nice. It is only open from 9am to 9pm which was a bit early of a close for my schedule but still fair. It did NOT have a lifeguard, however which made me stay in the shallow end of the pool."
The price is SAR 285
SAR 323 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Chicago North Shore, an IHG Hotel
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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Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 64 places to stay with pools. While you’re here, you can explore attractions like Michigan Avenue and Wrigley Field, and then kick back and relax poolside at one of the accommodations in Chicago that guests like for their pools.
What are some hotels with pools in Chicago?
Aloft Chicago Mag Mile: Hotel, 3-minute walk from Michigan Avenue. Features a snack bar/deli, a pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool, and flat-screen televisions. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool, and buffet. 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.
How many hotels with pools will I be able to find in Chicago?
Expedia’s 64 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places like 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 theater 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 a place to stay that offers an outdoor pool if you’re planning to visit Chicago in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 31°F.
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. Take advantage of metro transit 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.