Hotels with Swimming Pools in Chicago
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4 Sept - 6 SeptOur top choices for Chicago hotels with a pool
1. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
- Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
S$235
includes taxes & fees
30 Aug - 31 Aug
S$240
includes taxes & fees
1 Sept - 2 Sept
3. Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
S$217
includes taxes & fees
7 Sept - 8 Sept
4. Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent MileDowntown Chicago
- Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness centre.
S$307
includes taxes & fees
7 Sept - 8 Sept
5. The Wade
The WadeDowntown Chicago
- Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
S$225
includes taxes & fees
30 Aug - 31 Aug
6. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
- Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
S$277
includes taxes & fees
1 Sept - 2 Sept
7. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
- Dive into modern bliss at this city centre hotel, where the indoor pool sparkles alongside skyline views.
S$256
includes taxes & fees
7 Sept - 8 Sept
8. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
- Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
S$233
includes taxes & fees
7 Sept - 8 Sept
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Hotels with pools and free breakfast in Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
S$277
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
S$217
includes taxes & fees
7 Sept - 8 Sept
S$256
includes taxes & fees
7 Sept - 8 Sept
S$240
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
S$235
includes taxes & fees
30 Aug - 31 Aug
S$233
includes taxes & fees
7 Sept - 8 Sept
S$247
includes taxes & fees
7 Sept - 8 Sept
S$307
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent MileDowntown Chicago
S$217
includes taxes & fees
7 Sept - 8 Sept
Hotels with pools and hot tubs in Chicago
S$293
includes taxes & fees
9 Sept - 10 Sept
S$307
includes taxes & fees
7 Sept - 8 Sept
S$880
includes taxes & fees
7 Sept - 8 Sept
S$929
includes taxes & fees
30 Aug - 31 Aug
S$551
includes taxes & fees
1 Sept - 2 Sept
S$854
includes taxes & fees
31 Aug - 1 Sept
S$208
includes taxes & fees
6 Sept - 7 Sept
S$455
includes taxes & fees
7 Sept - 8 Sept
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.
View all propertiesTop Chicago Hotel Reviews
Congress Plaza Hotel
10/10 Excellent
"The hotel offers an amazing, perfect location, and historic hotel experience."
Fairmont Chicago at Millennium Park
10/10 Excellent
"They were so accommodating. I thoroughly enjoyed the stay."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"Solid"
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."
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."
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."
Hyatt Regency McCormick Place Chicago
10/10 Excellent
"We loved our stay, we will come back and stay every time we’re in Chicago."
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