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Search Hotels with Swimming Pool in Chicago

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Check availability on Chicago Hotels with Swimming Pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Chicago hotels with a pool

1. 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.
₹14,855
₹17,662 total
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

2. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
₹15,178
₹18,045 total
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites

3. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
₹13,715
₹16,306 total
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Chicago Magnificent Mile

4. 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, hot tub haven, and 24-hour fitness centre.
₹17,007
₹23,060 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt Centric Chicago Magnificent Mile

5. The Wade

The Wade
Downtown Chicago
  • Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
₹14,236
₹16,925 total
includes taxes & fees
30 Aug - 31 Aug
The Wade

6. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
  • Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
₹15,178
₹20,850 total
includes taxes & fees
1 Sept - 2 Sept
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

7. 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.
₹16,147
₹19,197 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Chicago/Downtown - The Loop

8. 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.
₹14,714
₹17,493 total
includes taxes & fees
7 Sept - 8 Sept
Aloft by Marriott Chicago Mag Mile

9. 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.
₹15,591
₹18,536 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Chicago Downtown

10. Courtyard by Marriott Chicago Downtown River North

Courtyard by Marriott Chicago Downtown River North
Downtown Chicago
  • Refreshing plunges await at this city centre Chicago hotel with an indoor pool open from dawn to dusk.
₹15,860
₹18,856 total
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Chicago Downtown River North
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub
Water park
4 stars
Spa

Hotels with pools and free breakfast in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
₹15,178
₹20,850 total
includes taxes & fees
1 Sept - 2 Sept
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
₹13,715
₹16,306 total
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Chicago Magnificent Mile

The Wade

The Wade
Downtown Chicago
₹14,236
₹16,925 total
includes taxes & fees
30 Aug - 31 Aug
The Wade

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
₹16,147
₹19,197 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Chicago/Downtown - The Loop

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
₹15,178
₹18,045 total
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
₹14,855
₹17,662 total
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
₹14,714
₹17,493 total
includes taxes & fees
7 Sept - 8 Sept
Aloft by Marriott Chicago Mag Mile

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
₹15,591
₹18,536 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Chicago Downtown

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
₹17,007
₹23,060 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt Centric Chicago Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
₹13,725
₹16,318 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile
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Hotels with pools and hot tubs in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
₹16,161
₹22,019 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
₹17,007
₹23,060 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt Centric Chicago Magnificent Mile

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
₹55,631
₹66,140 total
includes taxes & fees
7 Sept - 8 Sept
Waldorf Astoria Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
₹58,760
₹69,862 total
includes taxes & fees
30 Aug - 31 Aug
The Langham, Chicago

Stay One Chicago

Stay One Chicago
Downtown Chicago
₹34,942
₹41,018 total
includes taxes & fees
1 Sept - 2 Sept
Stay One Chicago

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
₹54,002
₹64,203 total
includes taxes & fees
31 Aug - 1 Sept
Park Hyatt Chicago

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
₹13,758
₹16,151 total
includes taxes & fees
30 Aug - 31 Aug
Renaissance Chicago O'Hare Suites Hotel

The Hotel at Midtown

The Hotel at Midtown
Bucktown
₹24,851
₹34,221 total
includes taxes & fees
7 Sept - 8 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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"The hotel offers an amazing, perfect location, and historic hotel experience."
George 2-night trip
Posted 1 hour ago
Congress Plaza Hotel
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"They were so accommodating. I thoroughly enjoyed the stay."
Karen 3-night trip
Posted 5 hours ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Solid"
Ciara 1-night trip
Posted 7 hours ago
The Chicago Hotel Collection - Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"The Palmer house is a beautiful hotel that is located conveniently in downtown Chicago. It is in walking distance to many attractions. The inside of the hotel has old world charm. From the moment my family and I walked through the door, the staff was welcoming and extremely helpful. They kept my room pristine, got rides for me and made great reccomendations for eating. The next time I go to Chicago, I will stay there again."
Tonya 7-night trip
Posted 11 hours ago
Palmer House a Hilton Hotel
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

10/10 Excellent
"This was one of my favorite stays in Chicago. The rooms are clean, they have a coffee shop and full bar available and the staff was super helpful and friendly. The pool was okay. I would’ve wished for it to be outdoors but my little one loved it no matter what. Breakfast, great. Couldn’t have asked for anything more."
Daniela 1-night trip
Posted 12 hours ago
Holiday Inn Chicago Dwtn - The Mart by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"The location is excellent and I believe it's the only hotel right in the airport so we have stayed here several times with great success. They have everything set up for easy check-in and check-out due to the high volume of airport travelers. Rooms are spacious and clean."
Douglas 1-night trip
Posted 13 hours ago
Hilton Chicago O'Hare Airport
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"We loved our stay, we will come back and stay every time we’re in Chicago."
Chris 1-night trip
Posted 18 hours ago
Hyatt Regency McCormick Place Chicago

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 145 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, 4-minute walk from Fashion Outlets of Chicago. 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 145 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 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.

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