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Chicago Hotel with Pool

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Check availability on Chicago Hotel with Pool

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
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.
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 person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

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.
HK$1,664
HK$2,253 total
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 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.

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.
HK$1,483
HK$2,015 total
includes taxes & fees
8 Nov - 9 Nov
Hotel 505 River North
An indoor swimming pool with a skylight, lounge chairs, and potted plants.
A spacious lobby with a high ceiling, large windows, and a central seating area with sofas and a coffee table.
An outdoor seating area with tables and chairs, surrounded by city buildings and a view of the urban skyline.
A bar area with a long counter, metal bar stools, hanging pendant lights, and a variety of bottles on shelves.

3. Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
  • Splash into pure relaxation at this city centre hotel's indoor pool with loungers and fitness centre access.
HK$2,182
HK$2,874 total
includes taxes & fees
31 Oct - 1 Nov
Renaissance Chicago Downtown Hotel
An indoor swimming pool with a skylight, tiled floor, and poolside seating.
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.
A modern hotel with a corner location, large windows, and a green awning.

4. 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.
HK$1,100
HK$1,308 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Chicago Downtown
A swimming pool with lounge chairs and a wall with a patterned design.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A gym with cardio machines, weight benches, and a large window offering a city view.

5. 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.
HK$1,664
HK$1,978 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Chicago/Downtown - The Loop
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

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.
HK$1,327
HK$1,578 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Chicago Downtown River North
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.
A modern skyscraper with a unique wavy facade, surrounded by other high-rise buildings.
A modern interior with a staircase, glass railings, and a visible restaurant area.
A nighttime cityscape with high-rise buildings, a curved architectural feature, and a well-lit urban area.

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.
HK$1,858
HK$2,451 total
includes taxes & fees
31 Oct - 1 Nov
Radisson Blu Aqua Hotel Chicago
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 Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.

8. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
HK$1,004
HK$1,194 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Chicago Magnificent Mile
A person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.
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 hotel lobby with a bar area, seating arrangements, and decorative lighting.

9. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
  • Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue.
HK$1,876
HK$2,510 total
includes taxes & fees
31 Oct - 1 Nov
Sheraton Grand Chicago Riverwalk
An indoor swimming pool with lounge chairs and exercise equipment.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A bar area with a modern design, featuring a long counter and multiple seating options.

10. 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.
HK$1,326
HK$1,810 total
includes taxes & fees
31 Oct - 1 Nov
Hyatt Centric 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 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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
HK$1,299
HK$1,778 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
HK$1,326
HK$1,810 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 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.
A modern lobby with a seating area, a bar, and a green wall.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
HK$1,101
HK$1,309 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 person sitting by a window with a cityscape view.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
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
HK$1,664
HK$2,253 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 bar area with high stools, a bar counter, and shelves of liquor bottles.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.

The Wade

The Wade
Downtown Chicago
HK$1,114
HK$1,325 total
includes taxes & fees
1 Nov - 2 Nov
The Wade
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.
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
HK$1,100
HK$1,308 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 Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
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
HK$1,004
HK$1,194 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 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.
A hotel room with a bed, a TV, a window with curtains, and a view of tall buildings.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
HK$1,207
HK$1,666 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 person on a balcony overlooking a body of water with exercise equipment and a view of a bridge and buildings.
A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
HK$1,876
HK$2,510 total
includes taxes & fees
31 Oct - 1 Nov
Sheraton Grand Chicago Riverwalk
An outdoor seating area with modern furniture and potted plants.
A corridor with a brick wall, hanging wicker light fixture, and potted plants.
A modern hotel with a rooftop pool, surrounded by high-rise buildings and a clear view of the city skyline.
A modern interior with a staircase, glass railings, and a visible restaurant area.

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
Downtown Chicago
HK$1,858
HK$2,451 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
HK$1,326
HK$1,810 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 hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A swimming pool with a ceiling of lights, large windows, and potted plants.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
HK$4,097
HK$4,870 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 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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
HK$1,299
HK$1,778 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 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.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
HK$4,203
HK$4,996 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.
A bar area with a long counter, multiple stools, and a seating area with a booth.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A couple dining on a balcony with a cityscape view.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
HK$4,236
HK$5,036 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 hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.
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.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
HK$1,194
HK$1,401 total
includes taxes & fees
31 Oct - 1 Nov
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 bedroom with a large bed, a TV, and a city view.
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.

Stay One Chicago

Stay One Chicago
Downtown Chicago
HK$2,537
HK$2,978 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 hotel with a swimming pool, outdoor seating, and a view of the city skyline.
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.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
HK$1,794
HK$2,521 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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The hotel was very nice. The 29th floor bar was cozy and provided a great atmosphere overlooking the streets of Chicago. The room was spacious enough. I loved the wall art and the wall mural behind the bed. I love it had a microwave!! I like the room had a sitting area where you could dress or visitors could sit. Although when I first walked around the room, the bathroom had few hairs on the sink and there was no liquid soap but it had a small bar soap. It was also weird to have a few stairs in the room to get down to the bed area. As a solo traveler, I didn't like that my room was a corner room. I am not sure if that is the standard for this hotel when booked as a individual stay or booked through hotels.com."
Genita 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great location. Rooms are very comfortable, clean, and luxurious. Had a great sister's weekend at this location!"
Mona 1-night trip
Posted 2 hours ago
Fairmont Chicago at Millennium Park
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Location is a plus, very close to many dining places and shopping. Love the room, very spacious and comfortable for 2 people but honestly could do with 4. Happy hour and events at the hotel definitely made this stay even better!!"
Justin 3-night trip
Posted 3 hours ago
Sports Illustrated Resorts Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"I will always stay here at Royal as it was the best experience I have ever had from all my travels Staff is stellar and a breakfast !!! Bravo bravo!!!"
Troy 3-night trip
Posted 17 hours ago
The Royal Sonesta Chicago Downtown
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"A"
nicholas 4-night trip
Posted 2 days ago
Eurostars Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Clean, quiet, comfortable, convenient with great check-in service. Affordable. Great location. All you need."
Forrest 1-night trip
Posted 2 days ago
Club Quarters Hotel, Central Loop, 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 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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