Hotels with Swimming Pools in Chicago

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Hotels with Swimming Pools

Tonight
20 Jul - 21 Jul
Tomorrow
21 Jul - 22 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Hotels with Swimming Pools in Chicago

Radisson Blu Aqua Hotel Chicago
Relax by the rectangular pool with marked lanes, surrounded by sun loungers and a seating area.

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very good, (1530)
"Great location!!! Nice views, great food, loved the
outdoor pool
and comfortable beds. "
amy
The price is S$317
includes taxes & fees
17 Aug - 18 Aug
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile by IHG
Relax by the pool in a spacious area with a geometric ceiling design and large windows.

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (2080)
"We especially loved the room service, but the best was the unique
indoor pool
!!"
Debra
The price is S$417
includes taxes & fees
24 Jul - 25 Jul
InterContinental Chicago Magnificent Mile by IHG
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swimmers can enjoy a rectangular pool surrounded by a concrete deck.

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3.0 star property
7.0 out of 10, Good, (1009)
"One of Chicago's greatest low-cost hotels close to the airport. The staff was incredibly helpful and kind. The rooms were tidy. They feature a good swimming
pool
, a lovely dining area, breakfast, and lots of parking. Overall, it was a great experience."
Rohit
The price is S$136
includes taxes & fees
27 Jul - 28 Jul
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Swissotel - Chicago
Enjoy a panoramic city view from this stylish room, featuring a spacious dining area with a round table and six comfortable chairs.

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2465)
"Overall Swissotel is a great option if staying in the city. Very close to purple big, the river and lakeside for some electric bike rentals. View is also epic, wish they had a
pool
or hot tub though. "
Anamaria
The price is S$314
includes taxes & fees
6 Aug - 7 Aug
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg by IHG
Relax by the pool surrounded by comfortable lounge chairs and tables.

Holiday Inn Chicago - Schaumburg by IHG

3.5 star property
8.4 out of 10, Very good, (1011)
"The rooms airconditioner didnt work. They offered to switch our room. The whirlpool didnt work. The
pool
/
pool
house was comfortable and heated. The bartender was great. Maintenance was helpful as were the rest of the staff. Lots of attractions close by."
Anonymous traveller
The price is S$177
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Chicago - Schaumburg by IHG
DoubleTree by Hilton Chicago - Magnificent Mile
Relax by the pool surrounded by lounge chairs and umbrellas, taking in the city skyline views.

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1930)
"Great location. Liked the property and had a great
pool
area"
Leanna
The price is S$241
includes taxes & fees
21 Aug - 22 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel
Relax by the pool surrounded by comfortable lounge chairs and framed artwork.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1795)
"Socializing with a glass of wine in the bar areas was a high priced luxury!
Pool
was wonderful, room was comfortable and staff were outstanding. "
Clarke
The price is S$294
includes taxes & fees
7 Aug - 8 Aug
Palmer House a Hilton Hotel
Hilton Chicago
Relax by the large indoor pool surrounded by lounge chairs and lush greenery.

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2009)
"We liked everything. My boys really enjoyed the
pool
."
Fernando
The price is S$348
includes taxes & fees
9 Aug - 10 Aug
Hilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL
Relax by the pool surrounded by comfortable lounge chairs and tables.

Country Inn & Suites by Radisson, Schaumburg, IL

3.0 star property
8.8 out of 10, Excellent, (1009)
"Property was very nice and clean. Hot tub and
pool
were great"
Ashley
The price is S$155
includes taxes & fees
17 Aug - 18 Aug
Country Inn & Suites by Radisson, Schaumburg, IL
Holiday Inn Chicago North Shore by IHG
Relax by the pool surrounded by lounge chairs and a glass barrier offering a view of the hotel's upper levels.

Holiday Inn Chicago North Shore by IHG

3.0 star property
7.4 out of 10, Good, (1291)
"This hotel was perfect for our ps. The kids loved the
pool
and the adults enjoyed Bar Louis. "
Mary
The price is S$187
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Chicago North Shore 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.

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great holiday, you might want to think about lively Chicago, which offers 50 places to stay with pools. While you're visiting, you can explore attractions such as Michigan Avenue and Navy Pier, and then kick back and relax poolside at one of the accommodation options 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 University of Illinois Chicago. Offers a snack bar/deli, a 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 steps from Rosemont Theatre. 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 centre.
How many hotels with pools should I expect to find in Chicago?
Expedia's 50 hotels in Chicago give you a great choice for your poolside getaway.
What is there to see and do in Chicago?
Explore places such as 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 theatre 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 accommodation with an outdoor swimming pool if you're planning to visit Chicago in the warmest months of July, August or June, when the average temperature is 21°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of January, February or December, when the average temperature is -1°C.
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. You can access metro transport 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.