Hotels with Swimming Pool in Chicago, Illinois

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Check availability on Chicago Hotels with Swimming Pool

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, (3,065 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is P4,955
P5,816 total
includes taxes & fees
Feb 22 - Feb 23
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, (3,790 reviews)
"Great stay"
United States
Jennifer
The price is P5,241
P6,153 total
includes taxes & fees
Feb 18 - Feb 19
Hilton Chicago/Magnificent Mile Suites
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, (2,305 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is P5,354
P6,285 total
includes taxes & fees
Feb 18 - Feb 19
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,667 reviews)
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
The price is P5,188
P6,090 total
includes taxes & fees
Feb 22 - Feb 23
The Wade
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,291 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is P7,839
P10,660 total
includes taxes & fees
Feb 21 - Feb 22
Palmer House a Hilton Hotel
Indoor pool

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2,618 reviews)
"The room was clean and the staff was very friendly."
United States
Andrea
The price is P8,078
P11,194 total
includes taxes & fees
Feb 21 - Feb 22
Hilton Chicago
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, (3,669 reviews)
"Great place to stay"
United States
suleman
The price is P7,287
P8,554 total
includes taxes & fees
Feb 15 - Feb 16
voco Chicago Downtown - Riverwalk by IHG
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, (4,358 reviews)
"Great staff, great room, and close to everything "
United States
George
The price is P4,971
P5,836 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Garden Inn Chicago Downtown/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, (5,652 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is P5,975
P7,014 total
includes taxes & fees
Feb 22 - Feb 23
Embassy Suites by Hilton Chicago Downtown River North
Indoor pool

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,078 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is P6,412
P9,238 total
includes taxes & fees
Feb 22 - Feb 23
Hyatt Centric Chicago 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

Hotels with pools and free breakfast in Chicago

Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3065)
The price is P4,955
P5,816 total
includes taxes & fees
Feb 22 - Feb 23
Aloft Chicago Mag Mile
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Hotels with pools and hot tubs in Chicago

Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2618)
The price is P8,078
P11,194 total
includes taxes & fees
Feb 21 - Feb 22
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.
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Top Chicago Hotel Reviews

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

10/10 Excellent
"Great gym, great room, friendly staff and fast valet. Close to everything In downtown "
Matthew 2-night trip
Posted 3 days ago
Courtyard by Marriott Chicago Magnificent Mile

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 133 places to stay with pools. While you're here, you can explore attractions like Michigan Avenue and United Center, 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 steps from Rosemont Theatre. Provides 3 restaurants, an indoor pool, and complimentary wireless internet access. The Ritz-Carlton, Chicago: Hotel, 2-minute walk from 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 133 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, United Center, 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.