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

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, (2907)
"Great location!!"
United States
sarah e
The price is AED 345
AED 405 total
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Indoor pool
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, (2741)
"The place was great. Always a great stay. "
United States
Mario
The price is AED 306
AED 467 total
includes taxes & fees
9 Dec - 10 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (2143)
"Very nice hotel "
United States
Patrick
The price is AED 358
AED 421 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool
Hilton Chicago

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2307)
"Clean Rooms & very nice staff"
United States
Teresa
The price is AED 389
AED 564 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1451)
"Clean room, courteous staff, great location and price!"
United States
Theresa
The price is AED 378
AED 444 total
includes taxes & fees
23 Nov - 24 Nov
The Wade
Fitness facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1564)
"Professional staff, great location. "
United States
Kelly
The price is AED 547
AED 753 total
includes taxes & fees
15 Dec - 16 Dec
Sheraton Grand Chicago Riverwalk
Indoor pool, open 5:00 AM to 11:00 PM, sun loungers
voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3360)
"Great stay!"
United States
Shanell
The price is AED 426
AED 500 total
includes taxes & fees
23 Nov - 24 Nov
voco Chicago Downtown - Riverwalk by IHG
Indoor pool
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1036)
"It was nice. Located nicely to Michigan ave. "
United States
Stephanie
The price is AED 422
AED 604 total
includes taxes & fees
7 Dec - 8 Dec
Hyatt Centric Chicago Magnificent Mile
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, (1765)
"Excellent Location and beautiful views from the rooms!"
United States
Christina
The price is AED 514
AED 699 total
includes taxes & fees
14 Dec - 15 Dec
Radisson Blu Aqua Hotel Chicago
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, (1999)
"Great hotel."
United States
Mario
The price is AED 411
AED 483 total
includes taxes & fees
7 Dec - 8 Dec
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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Top Chicago Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Great stay!"
Rose 2-night trip
Posted 7 hours ago
Hilton Chicago/Magnificent Mile Suites

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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 109 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?
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. Homewood Suites by Hilton Chicago Downtown South Loop: Hotel, 2-minute walk from State Street. Provides a snack bar/deli, a pool, and buffet. 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 109 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 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.