Hotels with Pool & Resorts in Chicago from AU$134

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Best Chicago Hotels with Pool

Radisson Blu Aqua Hotel Chicago
4.5 star property
8.4 out of 10, Very good, (1424)
"Exceptional service, delicious food, and beautiful interior! Shoutout to Alexandria who took great care of us during the check in process."
The price is AU$270
includes taxes & fees
15 Dec - 16 Dec
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
9.0 out of 10, Wonderful, (1779)
"Stayed here with family in 2 rooms. It was nice they had a movie night and popcorn. I would hope for more poolside chairs. "
The price is AU$295
includes taxes & fees
25 Nov - 26 Nov
InterContinental Chicago Magnificent Mile, an IHG Hotel
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 AU$156
includes taxes & fees
24 Nov - 25 Nov
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
4.5 star property
8.8 out of 10, Excellent, (1940)
"Loved the location, it’s only a few blocks from Mag Mile. Loved the view of Lake Michigan from our 25th floor room. "
The price is AU$287
includes taxes & fees
27 Nov - 28 Nov
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg, an IHG Hotel
3.5 star property
8.4 out of 10, Very good, (1000)
"Great place "
The price is AU$168
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Chicago - Schaumburg, an IHG Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (1733)
"Great staff. Great stay"
The price is AU$177
includes taxes & fees
27 Nov - 28 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very good, (1511)
"The Palmer House is a beautiful place to stay when your visiting Chicago."
The price is AU$271
includes taxes & fees
22 Dec - 23 Dec
Palmer House a Hilton Hotel
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 AU$259
includes taxes & fees
22 Dec - 23 Dec
Hilton Chicago
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 AU$162
includes taxes & fees
22 Dec - 23 Dec
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore, an IHG Hotel
3.0 star property
7.4 out of 10, Good, (1022)
"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 AU$134
includes taxes & fees
20 Dec - 21 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 holiday, you might want to think about lively Chicago, which offers 64 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?
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 centre. 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 should I expect 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 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.