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Find Hotels with a Pool in Chicago, IL

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Our top choices for Chicago hotels with a pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,529 reviews)
  • cleanliness
    Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.
The price is AED 795
AED 1,055 total
includes taxes & fees
9 Aug - 10 Aug
Palmer House a Hilton Hotel

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,330 reviews)
  • cleanliness
    Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is AED 687
AED 817 total
includes taxes & fees
9 Aug - 10 Aug
Aloft by Marriott Chicago Mag Mile

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, (2,102 reviews)
  • cleanliness
    Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
The price is AED 584
AED 695 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Chicago Downtown South Loop

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,118 reviews)
  • cleanliness
    Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.
The price is AED 727
AED 974 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Centric Chicago Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,579 reviews)
The price is AED 824
AED 980 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Chicago/Magnificent Mile Suites

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,524 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is AED 726
AED 863 total
includes taxes & fees
9 Aug - 10 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,013 reviews)
  • cleanliness
    Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
The price is AED 902
AED 1,186 total
includes taxes & fees
9 Aug - 10 Aug
Radisson Blu Aqua Hotel Chicago

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,740 reviews)
  • cleanliness
    Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
The price is AED 698
AED 947 total
includes taxes & fees
9 Aug - 10 Aug
The Royal Sonesta Chicago River North

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,717 reviews)
  • cleanliness
    Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
The price is AED 988
AED 1,306 total
includes taxes & fees
9 Aug - 10 Aug
Sheraton Grand Chicago Riverwalk

Best Western River North Hotel

Best Western River North Hotel
2.5 star property
Downtown Chicago
7.8 out of 10, Good, (1,150 reviews)
  • cleanliness
    Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness center.
The price is AED 559
AED 664 total
includes taxes & fees
9 Aug - 10 Aug
Best Western River North 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.

Choose what matters most at hotels with a pool in Chicago

Hotels with pools and free breakfast in Chicago

Hotels with pools and hot tubs in 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.

Top Chicago Hotel Reviews

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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 156 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and Soldier 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?
Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor 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. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 13-minute walk from Lake Michigan. Provides a snack bar/deli, a pool, and complimentary wireless internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel steps from Rosemont Theatre. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Chicago O'Hare Rosemont: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Offers buffet, an indoor pool, and a 24-hour fitness center.
How many hotels with pools will I be able to find in Chicago?
Expedia's 156 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places like Wrigley Field, Michigan Avenue, and Soldier 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.