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

Hotels with Swimming Pools in Chicago

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Check availability on Chicago Hotels with Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chicago hotels with a pool

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A person sitting by a window with a cityscape view.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
The Intercontinental hotel facade with a large American flag and a floral display.

1. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
  • World-class indoor pool in city centre offers lap swimming and family fun at this luxury hotel.
S$368
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.
A modern restaurant interior with a green wall, hanging lights, and a long dining area.
A rooftop terrace with green seating, a round table, and a view of city buildings.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

2. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
  • Stylish indoor pool retreat in city centre Chicago makes luxury laps a breeze after sightseeing.
S$329
includes taxes & fees
8 Nov - 9 Nov
Hotel 505 River North
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

3. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
S$290
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
An indoor swimming pool with lounge chairs and exercise equipment.
A bar area with wooden paneling, a TV mounted above the bar, and a bartender preparing drinks.
A bar area with a modern design, featuring a long counter and multiple seating options.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.

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.
S$295
includes taxes & fees
31 Oct - 1 Nov
Hyatt Centric Chicago Magnificent Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

5. 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.
S$211
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
An indoor swimming pool with a skylight, tiled floor, and poolside seating.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
A modern hotel with a corner location, large windows, and a green awning.

6. 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.
S$212
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Chicago Downtown
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.
A nighttime cityscape with high-rise buildings, a curved architectural feature, and a well-lit urban area.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.
An outdoor seating area with modern furniture and potted plants.

7. 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.
S$400
includes taxes & fees
31 Oct - 1 Nov
Radisson Blu Aqua Hotel Chicago
An indoor swimming pool with lounge chairs and a sofa, large windows with a view of the city, and a high ceiling with skylights.
A modern hotel lobby with a large sign reading "THE WADE," a spacious area with a patterned floor, large windows offering views, and potted plants.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

8. 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.
S$193
includes taxes & fees
12 Nov - 13 Nov
The Wade
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.
A modern living room with a fireplace, large windows, and a flat-screen TV mounted on the wall.
A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.
A modern building with a large glass facade and a river in front.

9. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
  • Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
S$410
includes taxes & fees
31 Oct - 1 Nov
Sheraton Grand Chicago Riverwalk
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.

10. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
S$195
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Chicago Magnificent Mile
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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

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A conference room with a long table, chairs, and a large screen.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

Hilton Chicago

Hilton Chicago
Downtown Chicago
S$290
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
A bar area with a modern design, featuring a long counter and multiple seating options.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
S$295
includes taxes & fees
31 Oct - 1 Nov
Hyatt Centric Chicago Magnificent Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
S$211
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
The Intercontinental hotel facade with a large American flag and a floral display.
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.
A person sitting by a window with a cityscape view.

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
S$368
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

The Wade

The Wade
Downtown Chicago
S$193
includes taxes & fees
12 Nov - 13 Nov
The Wade
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
S$212
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Chicago Downtown
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
S$195
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Chicago Magnificent Mile
A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.
A hotel room with a bed, a TV, a window with curtains, and a view of tall buildings.
A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.
A large banquet hall with round tables, blue tablecloths, and white chairs with blue sashes.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
S$272
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
An outdoor seating area with a glass table, orange cushions, and potted plants.
A modern living room with a fireplace, large windows, and a flat-screen TV mounted on the wall.
A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
S$410
includes taxes & fees
31 Oct - 1 Nov
Sheraton Grand Chicago Riverwalk
An outdoor seating area with modern furniture and potted plants.
A modern interior with a staircase, glass railings, and a visible restaurant area.
A corridor with a brick wall, hanging wicker light fixture, and potted plants.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
S$400
includes taxes & fees
31 Oct - 1 Nov
Radisson Blu Aqua Hotel Chicago
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Hotels with pools and hot tubs in Chicago

A dining area with a long table set for a meal, a wall of wine bottles, and a view of greenery outside.
An indoor swimming pool with lounge chairs and exercise equipment.
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern hotel room with a large bed, a sitting area with a sofa, a desk, and a TV.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
S$295
includes taxes & fees
31 Oct - 1 Nov
Hyatt Centric Chicago Magnificent Mile
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
A swimming pool with a ceiling of lights, large windows, and potted plants.
A modern dining area with round tables, comfortable chairs, and a dessert display.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
S$857
includes taxes & fees
1 Nov - 2 Nov
The Langham, Chicago
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A conference room with a long table, chairs, and a large screen.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

Hilton Chicago

Hilton Chicago
Downtown Chicago
S$290
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
S$841
includes taxes & fees
1 Nov - 2 Nov
Park Hyatt Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.
A couple dining on a balcony with a cityscape view.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
S$822
includes taxes & fees
1 Nov - 2 Nov
Waldorf Astoria Chicago
A modern hotel lobby with a sofa, coffee table, and a reception desk.
A reception desk with a geometric wall art, a vase with flowers, and a digital screen displaying a mobile check-in message.
An indoor swimming pool with tiled flooring, a ladder, and wall-mounted lights.
A hotel room with a bed, a TV on a wooden dresser, a window with a view of a cityscape, and a lamp on the nightstand.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
S$229
includes taxes & fees
30 Oct - 31 Oct
Renaissance Chicago O'Hare Suites Hotel
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
A modern living room with a sectional sofa, a round coffee table, a glass-top dining table, and a large window offering a city view.
A modern kitchen with a large window, wooden cabinets, and a dining area with a table and chairs.
A modern hotel entrance with a glass facade, a covered outdoor seating area, and signage for 'The Alston' and 'One Chicago Life Time Work'.

Stay One Chicago

Stay One Chicago
Downtown Chicago
S$486
includes taxes & fees
18 Oct - 19 Oct
Stay One Chicago
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
A modern hotel room with a marble bathroom, a large mirror, a bedside table, and a bed with a city view.
An outdoor seating area with tables and chairs, string lights, and umbrellas.
A serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
S$411
includes taxes & fees
1 Nov - 2 Nov
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"I had a busy weekend so I didn’t get a chance to enjoy the amenities the room was very clean and the staff was friendly. However I did not get the view I wanted of the city and I wanted a different layout of my room not the view I saw online. Overall satisfied with the experience!"
Nisha 2-night trip
Posted 2 hours ago
Eurostars Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"a bit old building, non reliable internet, noisy in the rooms facing Michigan, friendly staff"
Evgenii 2-night trip
Posted 12 hours ago
Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"Very convenient to just walk to your hotel from the airport. Comfortable room. Excellent Fitness facility. I really liked it except for the price! $$$$"
Marcia 1-night trip
Posted 16 hours ago
Hilton Chicago O'Hare Airport
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Just as always- clean and efficient. staff is always helpful and goes above and beyond. Even housekeeping is top notch. do yourself a favor and get the guest benefits pkg. treat yourself!"
Angela 1-night trip
Posted 20 hours ago
The Chicago Hotel Collection - Magnificent Mile

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 121 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 Willis Tower. Features a snack bar/deli, a seasonal outdoor pool and complimentary wireless Internet access. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG: Hotel, 5-minute walk from Donald E. Stephens Convention Center. Offers 3 restaurants, an indoor pool and complimentary wireless Internet access. Embassy Suites by Hilton Chicago Downtown River North: Hotel, 4-minute walk from Michigan Avenue. Provides full, an indoor pool and flat-screen televisions. Hilton Garden Inn Chicago Downtown South Loop: Hotel, 2-minute walk from Grant Park. Features a snack bar/deli, a pool and complimentary wireless Internet access. Chicago Club Inn & Suites: Hotel located near Oakbrook Center Mall. Offers buffet, an indoor pool and free self parking.
How many hotels with pools should I expect to find in Chicago?
Expedia's 121 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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