Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Our top choices for 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, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is AED 316
AED 371 total
includes taxes & fees
5 Mar - 6 Mar
Aloft Chicago Mag Mile
Indoor pool

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,839 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is AED 381
AED 448 total
includes taxes & fees
4 Mar - 5 Mar
Hilton Chicago/Magnificent Mile Suites
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,699 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is AED 364
AED 427 total
includes taxes & fees
1 Mar - 2 Mar
The Wade
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, (2,328 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is AED 358
AED 421 total
includes taxes & fees
4 Mar - 5 Mar
DoubleTree by Hilton Chicago - Magnificent Mile
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, (5,685 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is AED 376
AED 442 total
includes taxes & fees
4 Mar - 5 Mar
Embassy Suites by Hilton Chicago Downtown River North
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, (1,868 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is AED 351
AED 413 total
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Chicago Downtown South Loop
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, (2,183 reviews)
"Great location"
United States
Adam
The price is AED 379
AED 445 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Chicago Dwtn - The Mart by IHG
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,094 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is AED 403
AED 581 total
includes taxes & fees
2 Mar - 3 Mar
Sentral Michigan Avenue
Indoor pool

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,775 reviews)
"Great location and perfect for quick trips!"
United States
Andres
The price is AED 420
AED 493 total
includes taxes & fees
2 Mar - 3 Mar
Courtyard by Marriott Chicago Magnificent Mile
Indoor pool

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,365 reviews)
"Clean room, friendly staff, great location!"
United States
Juliana
The price is AED 301
AED 354 total
includes taxes & fees
5 Mar - 6 Mar
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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

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Hotels with pools and free breakfast in Chicago

Indoor pool
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2831)
The price is AED 570
AED 787 total
includes taxes & fees
28 Feb - 1 Mar
InterContinental Chicago Magnificent Mile by IHG
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Hotels with pools and hot tubs in Chicago

Lobby
The Langham, Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1000)
The price is AED 1,678
AED 1,969 total
includes taxes & fees
22 Mar - 23 Mar
The Langham, 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.
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Top Chicago Hotel Reviews

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

10/10 Excellent
"Awesome stay. I love the Witt."
Jamell 2-night trip
Posted 16 hours ago
theWit Chicago, a Hilton Hotel

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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 139 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. 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. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Provides 3 restaurants, an indoor pool, and complimentary wireless internet access. The Ritz-Carlton, Chicago: Hotel steps from 875 North Michigan Avenue. Features a full-service spa, a pool, and Smart TVs. 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.
How many hotels with pools will I be able to find in Chicago?
Expedia's 139 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.