Hotels with Pool & Resorts in Chicago from NZ$205

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Check availability on Chicago Hotels with Pool

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Best Chicago Hotels with Pool

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, (1545)
"Great location and views from rooms were beautiful. "
The price is NZ$409
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, (2103)
"Great hotel"
The price is NZ$527
includes taxes & fees
22 Aug - 23 Aug
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, (1020)
"I had a great stay"
The price is NZ$205
includes taxes & fees
19 Aug - 20 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, (2489)
"Amazing Stay!"
The price is NZ$410
includes taxes & fees
25 Aug - 26 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, (1018)
"Great stay!"
The price is NZ$228
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, (1943)
"I loved the room pool view, the restaurants & the location "
The price is NZ$328
includes taxes & fees
17 Aug - 18 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, (1802)
"What a wonderful place to stay"
The price is NZ$378
includes taxes & fees
22 Aug - 23 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, (2017)
"Great stay! "
The price is NZ$440
includes taxes & fees
4 Aug - 5 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, (1014)
"I Loved the Location it was convenient & The Hotel was very pleasant "
The price is NZ$214
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, (1303)
"A clean and comfortable stay for a very reasonable price. "
The price is NZ$247
includes taxes & fees
25 Aug - 26 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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"The Intercontinental is a lovely, historic and comfortable hotel. We especially loved the pool!"
Peter 1-night trip
Posted 1 day ago
InterContinental Chicago Magnificent Mile by IHG

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 48 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. 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 48 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.