Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Top Chicago Hotels with a Pool

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2044)
"We had a great stay, we will be visiting again"
The price is ¥26,905
¥31,584 total
includes taxes & fees
Oct 19 - Oct 20
DoubleTree by Hilton Chicago - Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2835)
"Great place to stay!"
The price is ¥22,997
¥26,996 total
includes taxes & fees
Sep 22 - Sep 23
Aloft Chicago Mag Mile

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (922)
"This area is perfect we will definitely be back."
The price is ¥22,287
¥30,461 total
includes taxes & fees
Sep 22 - Sep 23
Sentral Michigan Avenue

The Wade

4.5 star property
8.4 out of 10, Very Good, (1292)
"Overall was a great stay"
The price is ¥24,462
¥28,715 total
includes taxes & fees
Sep 22 - Sep 23
The Wade

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (2051)
"Very good location to many attraction places with just walk distance."
The price is ¥25,335
¥29,741 total
includes taxes & fees
Sep 22 - Sep 23
Homewood Suites by Hilton Chicago Downtown South Loop

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1035)
"Great location near lots of restaurants. "
The price is ¥30,175
¥35,424 total
includes taxes & fees
Oct 5 - Oct 6
Hyatt House Chicago West Loop

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2722)
"Great location, good breakfast, and friendly staff!! "
The price is ¥27,131
¥36,148 total
includes taxes & fees
Sep 21 - Sep 22
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1036)
"Great place to stay"
The price is ¥29,813
¥39,307 total
includes taxes & fees
Oct 1 - Oct 2
Hyatt Centric Chicago Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3908)
"Excellent central location and local dining options. "
The price is ¥27,298
¥32,046 total
includes taxes & fees
Oct 2 - Oct 3
Hilton Garden Inn Chicago Downtown/Magnificent Mile

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3102)
"Friendly staff, nice rooms, greats views!"
The price is ¥29,150
¥34,221 total
includes taxes & fees
Sep 21 - Sep 22
voco Chicago Downtown - Riverwalk 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.

Top Chicago Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 121 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. 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. 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, 4-minute walk from Donald E. Stephens Convention Center. Features 3 restaurants, an indoor pool, and complimentary wireless internet access. Hyatt Centric Chicago Magnificent Mile: Hotel, 2-minute walk from Michigan Avenue. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center.
How many hotels with pools will I be able to find in Chicago?
Expedia's 121 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.