A river with a yellow boat, surrounded by tall buildings and a bridge.

Hotels with Pool & Resorts in Chicago from NZ$264

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Check availability on Chicago Hotels with Pool

Tonight
13 Aug - 14 Aug
Tomorrow
14 Aug - 15 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Chicago hotels with a pool

1. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
  • Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.
NZ$401
includes taxes & fees
7 Sept - 8 Sept
Palmer House a Hilton Hotel

2. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
  • Slip into a holiday state of mind at Chicago's urban retreat with a sparkling indoor pool.
NZ$325
includes taxes & fees
31 Aug - 1 Sept
Embassy Suites by Hilton Chicago Downtown River North

3. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
  • Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
NZ$326
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

4. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
  • Dive into modern bliss at this city centre hotel, where the indoor pool sparkles alongside skyline views.
NZ$327
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Chicago/Downtown - The Loop

5. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
  • Make a splash at this city centre Chicago hotel with an indoor pool, fitness centre, and stunning city views from each room.
NZ$264
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile

6. Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
  • Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, spa pool haven, and 24-hour fitness centre.
NZ$394
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Chicago Magnificent Mile

7. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
NZ$335
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Chicago Magnificent Mile

8. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
  • Splash into city centre luxury at this Hampton Inn with stylish indoor pool and river proximity.
NZ$319
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn & Suites Chicago Downtown

9. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
NZ$321
includes taxes & fees
16 Aug - 17 Aug
Aloft by Marriott Chicago Mag Mile

10. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
  • Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
NZ$497
includes taxes & fees
2 Sept - 3 Sept
Radisson Blu Aqua Hotel Chicago
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Spa pool
Water park
4 stars
Spa

Hotels with pools and free breakfast in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
NZ$392
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
NZ$327
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Chicago/Downtown - The Loop

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
NZ$325
includes taxes & fees
31 Aug - 1 Sept
Embassy Suites by Hilton Chicago Downtown River North

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
NZ$326
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
NZ$319
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn & Suites Chicago Downtown

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
NZ$264
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
NZ$394
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
NZ$335
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Chicago Magnificent Mile

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
NZ$321
includes taxes & fees
16 Aug - 17 Aug
Aloft by Marriott Chicago Mag Mile

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
NZ$361
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Chicago West Loop Fulton Market Area
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Hotels with pools and spa pools in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
NZ$392
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
NZ$394
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Chicago Magnificent Mile

JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
NZ$627
includes taxes & fees
6 Sept - 7 Sept
JW Marriott Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
NZ$1,146
includes taxes & fees
30 Aug - 31 Aug
The Langham, Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
NZ$1,078
includes taxes & fees
30 Aug - 31 Aug
Waldorf Astoria Chicago

Stay One Chicago

Stay One Chicago
Downtown Chicago
NZ$810
includes taxes & fees
8 Sept - 9 Sept
Stay One Chicago

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
NZ$1,119
includes taxes & fees
30 Aug - 31 Aug
Park Hyatt Chicago

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
NZ$231
includes taxes & fees
30 Aug - 31 Aug
Renaissance Chicago O'Hare Suites Hotel

The Hotel at Midtown

The Hotel at Midtown
Bucktown
NZ$638
includes taxes & fees
3 Sept - 4 Sept
The Hotel at Midtown
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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

8/10 Good
"Early check in request was accepted but upon arrival we had to wait for approx 2 hours to get the room. Breakfast menu was repeated throughout the stay and that forced us to go out for the breakfast."
Amit 3-night trip
Posted 8 hours ago
Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"I enjoyed my stay at the Congress Plaza. I had a room on the 11th floor with a terrific view of the lake. One problem: I stayed for two days and no housekeepers ever showed up to clean the room."
PETER 2-night trip
Posted 10 hours ago
Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

8/10 Good
"Nice hotel, great location. $72 for parking a night and you have to pay to use the gym at the hotel turned me off."
Jaresha 3-night trip
Posted 12 hours ago
Hilton Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great property"
Russell 1-night trip
Posted 14 hours ago
InterContinental Chicago Magnificent Mile by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"I was very impressed with this hotel. The lobby is massive and beautiful, the rooms well kept and the location is perfectly centered"
Alexander 3-night trip
Posted 23 hours ago
Holiday Inn Chicago Dwtn - The Mart 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 144 places to stay with pools. While you're visiting, you can explore attractions such as Soldier Field 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?
Holiday Inn & Suites Chicago - Downtown by IHG: Hotel, 10-minute walk from University of Illinois Chicago. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Offers full, an indoor pool and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 2-minute walk from Grant Park. 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. Embassy Suites by Hilton Chicago O'Hare Rosemont: Hotel, 3-minute walk from Donald E. Stephens Convention Center. Offers buffet, an indoor pool and a 24-hour fitness centre.
How many hotels with pools should I expect to find in Chicago?
Expedia's 144 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 Soldier Field, Navy Pier and United Center 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.

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