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Chicago Hotels with Swimming Pool

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Check availability on Chicago Hotels with Swimming Pools

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Chicago hotels with a pool

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 marble floor, seating areas, and a ceiling with a sky-like projection.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
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.

1. 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.
RM607
RM722 total
includes taxes & fees
27 Sept - 28 Sept
The Wade
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 modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
RM748
RM1,009 total
includes taxes & fees
23 Oct - 24 Oct
Hilton 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 bar area with a granite countertop, bar stools, and a variety of bottles and glasses.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.

3. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
RM876
RM1,042 total
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Chicago Magnificent Mile
A modern indoor swimming pool with blue seating and a view of the city through large windows.
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.
A gym with treadmills, ellipticals, and weight machines.
A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.

4. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this city centre hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
RM775
RM921 total
includes taxes & fees
27 Sept - 28 Sept
Aloft by Marriott Chicago Mag Mile
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.

5. 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.
RM933
RM1,231 total
includes taxes & fees
1 Oct - 2 Oct
Hyatt Centric Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and a no diving sign.
A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.

6. 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.
RM932
RM1,227 total
includes taxes & fees
1 Oct - 2 Oct
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A swimming pool with lounge chairs and a wall with a patterned design.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.
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.

7. 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.
RM877
RM1,043 total
includes taxes & fees
27 Sept - 28 Sept
Hyatt Place Chicago/Downtown - The Loop
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 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.

8. 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.
RM940
RM1,118 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.
A modern hotel with a glass facade, multiple floors, and a prominent sign.
A hotel room with a grey sofa, a white armchair, a small round table, and two floor lamps.
A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.

9. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
  • Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.
RM839
RM997 total
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Chicago West Loop Fulton Market Area
A spacious indoor pool area with a clear view of the city through large windows, surrounded by wicker furniture and a clean, modern design.
A hotel room with a large bed, two armchairs, a wooden dresser, a desk with a chair, a flat-screen TV, and framed pictures on the wall.
A hotel lobby with a reception desk, seating area, and a view of the city.
A rooftop terrace with lounge chairs and tables, offering a city skyline view.

10. Best Western River North Hotel

Best Western River North Hotel
Downtown Chicago
  • Splash into year-round pool fun at this Michigan Avenue hotel with a modern fitness centre.
RM793
RM943 total
includes taxes & fees
4 Oct - 5 Oct
Best Western River North Hotel
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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 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 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
RM607
RM722 total
includes taxes & fees
27 Sept - 28 Sept
The Wade
A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

Hilton Chicago

Hilton Chicago
Downtown Chicago
RM748
RM1,009 total
includes taxes & fees
23 Oct - 24 Oct
Hilton Chicago
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 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
RM876
RM1,042 total
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Chicago Magnificent Mile
A modern hotel with a glass facade, multiple floors, and a prominent sign.
A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.
A hotel reception desk with a marble counter, a digital kiosk, and a sign indicating Hilton Honors.
A hotel pool area with a clear view of the cityscape through large windows, a pool with a metal ladder, and several lounge chairs.

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
RM839
RM997 total
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Chicago West Loop Fulton Market Area
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
RM933
RM1,231 total
includes taxes & fees
1 Oct - 2 Oct
Hyatt Centric Chicago Magnificent Mile
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
RM932
RM1,227 total
includes taxes & fees
1 Oct - 2 Oct
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.
A gym with cardio machines, weight benches, and a large window offering a city view.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
RM877
RM1,043 total
includes taxes & fees
27 Sept - 28 Sept
Hyatt Place Chicago/Downtown - The Loop
An indoor swimming pool with a glass ceiling, surrounded by balconies and railings.
A hotel lobby with a long corridor, a bench, a chair, a lamp, and a ceiling light fixture.
A spacious lobby with grey sofas, a coffee table, and a reception desk.
A Marriott hotel entrance with a covered walkway and a parking area.

Marriott Chicago O'Hare

Marriott Chicago O'Hare
O'Hare
RM767
RM900 total
includes taxes & fees
23 Oct - 24 Oct
Marriott Chicago O'Hare
A swimming pool with a lifeguard station, chairs, and a clock on the wall.
A vending machine stocked with snacks and beverages, located in a corner of a room with wooden paneling.
A hotel lobby with a large dining table, several chairs, a small coffee table, and a fireplace.

Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport
Bedford Park
RM492
RM578 total
includes taxes & fees
29 Sept - 30 Sept
Fairfield Inn and Suites by Marriott Chicago Midway Airport
A modern indoor pool area with lounge chairs, a wooden table, and large windows.
A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.
A modern hotel lobby with a reception desk, seating area, and artwork on the walls.
A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side
RM887
RM1,054 total
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn & Suites Chicago Medical District UIC
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Hotels with pools and hot tubs in Chicago

A large, historic building with a central courtyard surrounded by trees.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

Hilton Chicago

Hilton Chicago
Downtown Chicago
RM748
RM1,009 total
includes taxes & fees
23 Oct - 24 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
RM933
RM1,231 total
includes taxes & fees
1 Oct - 2 Oct
Hyatt Centric Chicago Magnificent Mile
A modern hotel lobby with a sofa, coffee table, and a reception desk.
An indoor swimming pool with tiled flooring, a ladder, and wall-mounted lights.
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
RM659
RM774 total
includes taxes & fees
4 Oct - 5 Oct
Renaissance Chicago O'Hare Suites Hotel
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.
A serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.
An outdoor seating area with tables and chairs, string lights, and umbrellas.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
RM1,133
RM1,546 total
includes taxes & fees
4 Oct - 5 Oct
The Hotel at Midtown
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 hotel entrance with a glass facade, a covered outdoor seating area, and signage for 'The Alston' and 'One Chicago Life Time Work'.
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
Stay One Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A swimming pool with a ceiling of lights, large windows, and potted plants.
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.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
RM2,751
RM3,270 total
includes taxes & fees
4 Oct - 5 Oct
The Langham, 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 couple dining on a balcony with a cityscape view.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
RM2,962
RM3,521 total
includes taxes & fees
1 Oct - 2 Oct
Waldorf Astoria Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
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.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
RM2,751
RM3,270 total
includes taxes & fees
18 Oct - 19 Oct
Park Hyatt Chicago
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

10/10 Excellent
"We thoroughly enjoyed our stay at The Chicago Hotel Collection-Magnificent Mile. The entire property was very clean and beautifully decorated. The staff was above and beyond with their friendly, helpful hospitality. The rooftop sky deck was a wonderful place to sit and relax. I highly recommend this hotel and will definitely stay here for my next visit."
Susan 3-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

10/10 Excellent
"very nice hotel"
Sidney 1-night trip
Posted 1 hour ago
Hilton Chicago
The Wade

The Wade

10/10 Excellent
"Beautiful"
vanessa 2-night trip
Posted 3 hours ago
The Wade
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Had a wonderful stay! Will definitely return!"
Aleshia Nicole 5-night trip
Posted 4 hours ago
Eurostars Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"This is my new favorite hotel in the city. ❀️"
Adam 1-night trip
Posted 6 hours ago
Fairmont Chicago at Millennium Park

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 122 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 122 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 21Β°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 -1Β°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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