
Hotels with Swimming Pools in Chicago
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Chicago Hotels with Swimming Pools
Our top choices for Chicago hotels with a pool

8.6 out of 10, Excellent, (3,173 reviews)
cleanliness Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
The price is S$193
includes taxes & fees
26 Apr - 27 Apr

8.6 out of 10, Excellent, (2,384 reviews)
cleanliness Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.
The price is S$299
includes taxes & fees
8 May - 9 May

8.6 out of 10, Excellent, (1,622 reviews)
cleanliness Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
The price is S$343
includes taxes & fees
9 May - 10 May

DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,421 reviews)
cleanliness Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
The price is S$219
includes taxes & fees
27 Apr - 28 Apr

Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (1,950 reviews)
cleanliness Dive into city centre luxury with a rejuvenating pool experience close to Chicago landmarks.
The price is S$174
includes taxes & fees
26 Apr - 27 Apr

Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHGDowntown Chicago
8.8 out of 10, Excellent, (2,259 reviews)
cleanliness Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views.
The price is S$200
includes taxes & fees
26 Apr - 27 Apr

8.6 out of 10, Excellent, (1,911 reviews)
cleanliness Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
The price is S$361
includes taxes & fees
9 May - 10 May
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.
Hotels with pools and free breakfast in Chicago

8.6 out of 10, Excellent, (3173)
The price is S$193
includes taxes & fees
26 Apr - 27 Apr
Hotels with pools and hot tubs in Chicago
The price is S$322
includes taxes & fees
27 Apr - 28 Apr
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

Swissotel - Chicago
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- 3 Star Hotels in Chicago
- 4 Star Hotels in Chicago
- Hotels near Art Institute of Chicago
- Aparthotels in Central Chicago
- Central Station Hotels
- Hotels near Cermak-Chinatown Station
- Apartments in Chicago
- Hotels near Chicago Cultural Center
- Guest Houses in Chicago
- Private Holiday Homes in Chicago
- Hostels in Chicago
- Affinia Hotels in Chicago
- All Inclusive Hotels and Resorts in Chicago
- Business Hotels in Chicago
- Casino Hotels in Chicago
- Golf Hotels in Chicago
- Hotels with Airport Shuttle in Chicago
- Hotels with Breakfast in Chicago
- Hotels with Childcare in Chicago
- Hotels with connecting rooms in Chicago
- Hotels with Entertainment in Chicago
- Hotels with free breakfast in Chicago
- Hotels with free wifi in Chicago
- Hotels with kitchenette in Chicago
- Hotels with parking in Chicago
- Hotels with shuttle in Chicago
- Hotels with smoking rooms in Chicago
- Loews Hotels in Chicago
- Luxury Hotels in Chicago
- Motel 6 Hotels in Chicago
- Nikko Hotels in Chicago
- Romantic Hotels in Chicago
- Hotels near Shopping Areas in Chicago
- Hotels with Spa in Chicago
- Chicago Hotels
- Hotels near Chicago Riverwalk
- Hotels near Cloud Gate
- Hotels near Credit Union 1 Arena
- Business Hotels in Downtown Chicago
- Hotels with free airport shuttle in Downtown Chicago
- Hotels with Gyms in Downtown Chicago
- Hotels with indoor pool in Downtown Chicago
- Hotels with kitchenette in Downtown Chicago
- Hotels with smoking rooms in Downtown Chicago
- Downtown Chicago Hotels
- Grace Abbott Homes Hotels
- Hotels near House of Blues Chicago
- Budget Hotels in Magnificent Mile
- Gay friendly Hotels in Magnificent Mile
- Hotels with smoking rooms in Magnificent Mile
- Magnificent Mile Hotels
- Hotels near Michigan Avenue
- Hotels near Millennium Park
- Near East Side Hotels
- Near North Side Hotels
- Old Town Chicago Hotels
- River North Hotels
- Boutique Hotels in The Loop
- Hotels with Swimming Pools in The Loop
- The Loop Hotels
- Hotels near Tribune Tower
- West Loop Hotels
- Hotels near Willis Tower
- Aon Center
- Buckingham Fountain
- Visit Downtown Chicago
- Visit Goose Island
- Visit Prairie District
- Visit The Loop
- Visit West Loop Gate
- Visit West Loop
- Chicago Holidays
- Visit Chicago
- Cloud Gate
- Cna Center
- Goose Island Holidays
- Merchandise Mart
- Millennium Park
- Pritzker Pavilion
- Soldier Field
- University of Illinois Chicago
- Avis Rental Cars in Chicago
- Avis Rental Cars in Downtown Chicago
- Car hire near Chicago
- Car hire near Downtown Chicago
- Car hire near Fulton Market
- Car hire near Magnificent Mile
- Car hire near West Loop
- Car hire near Willis Tower
- Convertible Car Hire in Chicago
- Mini Car Hire in Chicago
- National Car Rental Rental Cars in Chicago
- Payless Rental Cars in Downtown Chicago
- Sixt Rental Cars in Downtown Chicago
- Suv Car Hire in Chicago
- Thrifty Car Rental Rental Cars in Downtown Chicago


























































































