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Check availability on Chicago Hotels with Swimming Pool

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 rooftop terrace with a glass floor, offering a view of the city skyline.
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A bar area with a marble countertop, bar stools, and a variety of bottles.
A spacious lobby with a marble floor, a reception desk, and a glass partition.

1. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
₹16,988
₹22,954 total
includes taxes & fees
11 Nov - 12 Nov
Hotel Riu Plaza Chicago
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
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.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
₹16,036
₹21,904 total
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

3. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
₹15,540
₹18,476 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Chicago/Magnificent Mile Suites
A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
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.

4. 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.
₹20,508
₹27,767 total
includes taxes & fees
31 Oct - 1 Nov
InterContinental Chicago Magnificent Mile by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A modern hotel lobby with a central seating area, a staircase, and a wall with a vertical garden.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

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.
₹13,403
₹15,936 total
includes taxes & fees
1 Nov - 2 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

6. 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.
₹16,363
₹19,454 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown River North
An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.
A modern bathroom with a large mirror, a sink, and a toilet.
A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.
A hotel room with a bed, a TV, a window with curtains, and a view of tall buildings.

7. 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.
₹14,472
₹20,044 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.
A rooftop terrace with green seating, a round table, and a view of city buildings.
A modern interior with wooden flooring, black furniture, and large windows offering city views.

8. 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.
₹18,283
₹24,833 total
includes taxes & fees
8 Nov - 9 Nov
Hotel 505 River North
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 person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
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.

9. 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.
₹12,285
₹14,606 total
includes taxes & fees
12 Nov - 13 Nov
The Wade
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
A cityscape with a river, a bridge, and a dining area with tables and chairs.

10. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
  • Luxurious indoor pool sanctuary at Chicago's premier tower with rejuvenating spa services.
₹44,619
₹53,048 total
includes taxes & fees
1 Nov - 2 Nov
Trump International Hotel & Tower Chicago
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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 restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
₹16,036
₹21,904 total
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 workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.
An indoor swimming pool with lounge chairs and exercise equipment.
A bar area with a modern design, featuring a long counter and multiple seating options.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
₹16,348
₹22,312 total
includes taxes & fees
31 Oct - 1 Nov
Hyatt Centric Chicago Magnificent Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
A modern lobby with a seating area, a bar, and a green wall.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
₹13,403
₹15,936 total
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 bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
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.

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
₹20,508
₹27,767 total
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 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.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

The Wade

The Wade
Downtown Chicago
₹12,285
₹14,606 total
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
₹13,485
₹16,032 total
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 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.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
₹12,377
₹14,715 total
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 conference room with a long table, chairs, a projector screen, and a carpeted floor.
A large banquet hall with round tables, blue tablecloths, and white chairs with blue sashes.
A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
₹14,472
₹20,044 total
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 building with a large glass facade and a river in front.
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.

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
₹23,120
₹30,938 total
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 modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
₹22,899
₹30,215 total
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 multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.
An indoor swimming pool with lounge chairs and exercise equipment.
A bar area with a modern design, featuring a long counter and multiple seating options.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
₹16,348
₹22,312 total
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 dining area with round tables, comfortable chairs, and a dessert display.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
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.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
₹54,462
₹64,750 total
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 restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
₹16,036
₹21,904 total
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 woman sitting by a window with a city view, holding a cup and saucer.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
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.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
₹53,020
₹63,036 total
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.
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.
A bar area with a long counter, multiple stools, and a seating area with a booth.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
₹52,213
₹62,076 total
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.
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.
An indoor swimming pool with tiled flooring, a ladder, and wall-mounted lights.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
₹14,713
₹17,272 total
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 hotel entrance with a glass facade, a covered outdoor seating area, and signage for 'The Alston' and 'One Chicago Life Time Work'.
A modern kitchen with a large window, wooden cabinets, and a dining area with a table and chairs.
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.

Stay One Chicago

Stay One Chicago
Downtown Chicago
₹30,925
₹36,303 total
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 serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.
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.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
₹22,114
₹31,071 total
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 3 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 13 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 17 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 21 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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