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
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers
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 NT$4,029
NT$5,722 total
includes taxes & fees
Dec 15 - Dec 16
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
Indoor pool
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
9.0 out of 10, Wonderful, (1779)
"Awesome "
The price is NT$4,410
NT$6,213 total
includes taxes & fees
Nov 25 - Nov 26
InterContinental Chicago Magnificent Mile, an IHG Hotel
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
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 NT$2,892
NT$3,296 total
includes taxes & fees
Nov 24 - Nov 25
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Front of property - evening/night
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 NT$4,378
NT$6,091 total
includes taxes & fees
Nov 24 - Nov 25
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg, an IHG Hotel
Indoor 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 NT$3,084
NT$3,546 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Chicago - Schaumburg, an IHG Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers
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 NT$3,188
NT$3,742 total
includes taxes & fees
Nov 27 - Nov 28
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Indoor pool
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very Good, (1511)
"Spacious room"
The price is NT$4,199
NT$5,739 total
includes taxes & fees
Dec 22 - Dec 23
Palmer House a Hilton Hotel
Hilton Chicago
Indoor 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 NT$3,862
NT$5,484 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Indoor pool, open 6:00 AM to 11:00 PM, sun loungers
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 NT$2,980
NT$3,427 total
includes taxes & fees
Dec 22 - Dec 23
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore, an IHG Hotel
Indoor 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 NT$2,462
NT$2,819 total
includes taxes & fees
Dec 15 - Dec 16
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 69 places to stay with pools. While you’re here, you can explore attractions like Michigan Avenue and Navy Pier, 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 69 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, 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 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.