Find Hotels with a Pool in Chicago, IL

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Our top choices for Chicago hotels with a pool

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2990)
"Great place to stay"
United States
Elisha
The price is ¥13,465
¥15,808 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Aloft Chicago Mag Mile

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3523)
"Really nice hotel"
United States
Saulius
The price is ¥18,162
¥21,320 total
includes taxes & fees
Jan 25 - Jan 26, 2026
voco Chicago Downtown - Riverwalk by IHG

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2210)
"It was a beautiful stay "
United States
Donald
The price is ¥13,352
¥15,675 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Chicago - Magnificent Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1541)
"Great staff and great location. "
United States
Joe
The price is ¥14,561
¥17,093 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Wade

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1057)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is ¥15,344
¥22,608 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hyatt Centric Chicago Magnificent Mile

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1583)
"Rooms were very nice and staff was great"
United States
Nancy
The price is ¥23,329
¥32,083 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Sheraton Grand Chicago Riverwalk

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2763)
"Excellent place to stay "
United States
Teniesha
The price is ¥12,951
¥19,798 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (2070)
"Really nice rooms at a good rate "
United States
Madelyn
The price is ¥16,753
¥19,667 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Holiday Inn Chicago Dwtn - The Mart by IHG

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2422)
"What a great stay!!"
United States
Alejandra
The price is ¥19,130
¥27,051 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hilton Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1795)
"Great hotel, close to shopping and restaurants, excellent customer service, highly recommend."
United States
Gina
The price is ¥20,911
¥28,619 total
includes taxes & fees
Dec 29 - Dec 30
Radisson Blu Aqua Hotel 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

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 114 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?
Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Features a snack bar/deli, a pool, and buffet. 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. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 4-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool, and complimentary wireless internet access.
How many hotels with pools will I be able to find in Chicago?
Expedia's 114 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.

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