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Check availability on Chicago Hotels with a Pool

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul

Our top choices for Chicago hotels with a pool

Indoor pool

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,449 reviews)
The price is SAR 587
SAR 698 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Chicago/Magnificent Mile Suites
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,866 reviews)
  • cleanliness
    Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
The price is SAR 603
SAR 717 total
includes taxes & fees
28 Jun - 29 Jun
The Wade
Fitness facility

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,675 reviews)
  • cleanliness
    Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
The price is SAR 822
SAR 1,111 total
includes taxes & fees
2 Jul - 3 Jul
Sheraton Grand Chicago Riverwalk
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, (1,954 reviews)
  • cleanliness
    Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
The price is SAR 789
SAR 1,055 total
includes taxes & fees
5 Jul - 6 Jul
Radisson Blu Aqua Hotel Chicago
Indoor pool

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,368 reviews)
  • cleanliness
    Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
The price is SAR 541
SAR 643 total
includes taxes & fees
1 Jul - 2 Jul
Hyatt Place Chicago/Downtown - The Loop
Indoor pool

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,105 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 SAR 740
SAR 991 total
includes taxes & fees
2 Jul - 3 Jul
Hyatt Centric 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, (2,046 reviews)
  • cleanliness
    Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
The price is SAR 613
SAR 728 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Garden Inn Chicago Downtown South Loop
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, (2,516 reviews)
  • cleanliness
    Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is SAR 674
SAR 801 total
includes taxes & fees
7 Jul - 8 Jul
DoubleTree by Hilton 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, (2,395 reviews)
  • cleanliness
    Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.
The price is SAR 668
SAR 794 total
includes taxes & fees
1 Jul - 2 Jul
Holiday Inn Chicago Dwtn - The Mart by IHG
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, (5,982 reviews)
  • cleanliness
    Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
The price is SAR 551
SAR 655 total
includes taxes & fees
5 Jul - 6 Jul
Embassy Suites by Hilton Chicago Downtown River North
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

Hotels with pools and free breakfast in Chicago

Exterior
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4449)
The price is SAR 587
SAR 698 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Chicago/Magnificent Mile Suites
View all properties

Hotels with pools and hot tubs in Chicago

Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2875)
The price is SAR 859
SAR 1,131 total
includes taxes & fees
4 Jul - 5 Jul
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.
View all properties

Top Chicago Hotel Reviews

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

8/10 Good
"The only thing that would have made it excellent was if they had a pool/spa."
Diana 1-night trip
Posted 2 hours ago
Hyatt Regency O'Hare 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 140 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, 1-minute walk from State Street. Provides 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. 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 140 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, Soldier Field, and Navy Pier while you're in Chicago. Surround yourself with nature at Millennium Park and Lake Michigan. 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.