Chicago Hotels with Swimming Pool

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Check availability on Chicago Hotels with Swimming Pools

Top Chicago Hotels with Swimming Pools

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, (1606)
"Lovely hotel and in the most convenient location"
The price is RM781
RM1,046 total
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, (2187)
"Great location to stay!"
The price is RM866
RM1,152 total
includes taxes & fees
1 Sept - 2 Sept
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
7.2 out of 10, Good, (1009)
"Great staff, easy airport shuttle and the breakfast was great. "
The price is RM397
RM453 total
includes taxes & fees
24 Aug - 25 Aug
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, (2579)
"Great experience with staff, room and overall stay! "
The price is RM674
RM915 total
includes taxes & fees
1 Sept - 2 Sept
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, (1005)
"Great stay!"
The price is RM474
RM545 total
includes taxes & fees
7 Sept - 8 Sept
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, (1980)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is RM676
RM793 total
includes taxes & fees
1 Sept - 2 Sept
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, (1845)
"Nice place to stay"
The price is RM736
RM970 total
includes taxes & fees
21 Aug - 22 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, (2066)
"Staff were friendly and helpful, excellent facilities in convenient location. "
The price is RM594
RM822 total
includes taxes & fees
2 Sept - 3 Sept
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, (1017)
"Me and my kids had a wonderful stay. Breakfast and happy hour were great!"
The price is RM415
RM477 total
includes taxes & fees
7 Sept - 8 Sept
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, (1328)
"Nice room, staff was friendly and was a nice easy stay! "
The price is RM552
RM632 total
includes taxes & fees
13 Aug - 14 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.

Top Chicago Hotel Reviews

The Wade

The Wade

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We had an absolutely wonderful stay! From the moment we arrived, the staff was warm, welcoming, and eager to help with anything we needed. Our room was spotless, comfortable, and had amazing views of the city. The location was perfect—walking distance to so many Chicago attractions, great restaurants, and shopping. The amenities were top-notch, and the attention to detail really made our trip extra special. We can’t wait to come back and would recommend this hotel to anyone visiting Chicago!"
Alexandra 5-night trip
Posted 11 hours ago
The Wade

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 49 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 Willis Tower. Offers a snack bar/deli, a seasonal outdoor 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. Provides 3 restaurants, an indoor pool and complimentary wireless Internet access. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 1-minute walk from State Street. Features a snack bar/deli, a 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 49 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.