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

4.5 star property
8.4 out of 10, Very Good, (1415)
"Rooms very nice with spectacular city view. Staff was very nice and helpful. Perfect lap pool and gym. Super close to Millennium Park."
The price is AED 455
AED 647 total
includes taxes & fees
16 Dec - 17 Dec
Radisson Blu Aqua Hotel Chicago

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 star property
9.0 out of 10, Wonderful, (1765)
"Very friendly (Fredy ) at from desk when we checked in and made everything great . I wish to have that type of service every time."
The price is AED 500
AED 704 total
includes taxes & fees
17 Dec - 18 Dec
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, (1000)
"Staff is very friendly! "
The price is AED 327
AED 370 total
includes taxes & fees
9 Dec - 10 Dec
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1930)
"Good staff and very clean hotel"
The price is AED 466
AED 654 total
includes taxes & fees
15 Dec - 16 Dec
Swissotel - Chicago

Holiday Inn Chicago - Schaumburg, an IHG Hotel

3.5 star property
8.4 out of 10, Very Good, (999)
"Shower squirts water everywhere, gum stuck to bed frames, we couldn’t get extra towels because “they didn’t have any” "
The price is AED 363
AED 417 total
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, (1743)
"It’s in the prime location and it is safe! Walkable to great restaurants, to Chicago Riverwalk, to the Millenium Park and to the Michigan Avenue’s Shopping. This hotel is also clean, the breakfast buffet is great and the stuff’s are nice!!!"
The price is AED 350
AED 410 total
includes taxes & fees
24 Dec - 25 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1520)
"Christmas decorations were beautiful "
The price is AED 476
AED 651 total
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, (1484)
"Great experience. Very friendly and helpful staff. Room was clean and well kept. Great city view."
The price is AED 438
AED 622 total
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, (1003)
"Staff was very welcoming, Lisa is the best! Super clean and orderly. Felt like home. Absolutely 0 negative things to say. Will always come back to this spot if im visiting Chicago."
The price is AED 338
AED 392 total
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, (1037)
"Great stay"
The price is AED 278
AED 315 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 61 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 61 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.