Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for Chicago hotels with a pool

Indoor pool, open 7:00 AM to 10:00 PM, sun loungers

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,107 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is SAR 323
SAR 379 total
includes taxes & fees
24 Feb - 25 Feb
Aloft Chicago Mag Mile
Indoor pool

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,834 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is SAR 378
SAR 444 total
includes taxes & fees
26 Feb - 27 Feb
Hilton Chicago/Magnificent Mile Suites
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,695 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is SAR 371
SAR 436 total
includes taxes & fees
1 Mar - 2 Mar
The Wade
Indoor pool

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,694 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is SAR 369
SAR 433 total
includes taxes & fees
4 Mar - 5 Mar
Embassy Suites by Hilton Chicago Downtown River North
Outdoor pool, cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,333 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is SAR 397
SAR 466 total
includes taxes & fees
1 Mar - 2 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,874 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is SAR 351
SAR 412 total
includes taxes & fees
2 Mar - 3 Mar
Hilton Garden Inn Chicago Downtown South Loop
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,092 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is SAR 411
SAR 593 total
includes taxes & fees
24 Feb - 25 Feb
Sentral Michigan Avenue
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,873 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is SAR 638
SAR 846 total
includes taxes & fees
28 Feb - 1 Mar
Radisson Blu Aqua Hotel Chicago
Indoor pool

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,771 reviews)
"Great location and perfect for quick trips!"
United States
Andres
The price is SAR 413
SAR 484 total
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,187 reviews)
"Great location"
United States
Adam
The price is SAR 417
SAR 490 total
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Chicago Dwtn - The Mart 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.
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub

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Hotels with pools and free breakfast in Chicago

Indoor pool
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2831)
The price is SAR 582
SAR 804 total
includes taxes & fees
28 Feb - 1 Mar
InterContinental Chicago Magnificent Mile by IHG
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Hotels with pools and hot tubs in Chicago

Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2652)
The price is SAR 520
SAR 720 total
includes taxes & fees
5 Mar - 6 Mar
Hilton Chicago
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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Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The check in process was smooth. Paul provided excellent customer service. The room had a great view of the lake. Everyone we interacted with was very friendly."
LuShana 2-night trip
Posted 9 hours ago
Hilton Chicago

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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 139 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?
Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool, and complimentary wireless internet access. The Ritz-Carlton, Chicago: Hotel steps from 875 North Michigan Avenue. Features a full-service spa, a pool, and Smart TVs. 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.
How many hotels with pools will I be able to find in Chicago?
Expedia's 139 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.