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Hotels with Swimming Pool in Chicago, Illinois

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Check availability on Chicago Hotels with Swimming Pool

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Chicago hotels with a pool

An indoor swimming pool with a view of a brick building through large windows. There are seating areas with tables and chairs.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.
A large, historic building with a central courtyard surrounded by trees.
A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
P10,037
P13,766 total
includes taxes & fees
Oct 24 - Oct 25
Hilton 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 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 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.

2. 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.
P9,309
P11,067 total
includes taxes & fees
Oct 25 - Oct 26
The Wade
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 hotel lobby with a central seating area, a staircase, and a wall with a vertical garden.

3. 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.
P12,161
P14,458 total
includes taxes & fees
Oct 25 - Oct 26
DoubleTree by Hilton Chicago - Magnificent Mile
A swimming pool with lounge chairs and a wall with a patterned design.
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.

4. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
  • Dive into modern bliss at this downtown hotel, where the indoor pool sparkles alongside skyline views.
P13,245
P15,747 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Chicago/Downtown - The Loop
A modern indoor swimming pool with blue seating and a view of the city through large windows.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.
A gym with treadmills, ellipticals, and weight machines.
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.

5. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
  • Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
P13,566
P16,128 total
includes taxes & fees
Oct 25 - Oct 26
Aloft by Marriott Chicago Mag Mile
An indoor swimming pool with lounge chairs and a no diving sign.
A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

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 center, and walkable Michigan Avenue access.
P13,064
P17,365 total
includes taxes & fees
Oct 25 - Oct 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A large indoor swimming pool with clear blue water, surrounded by windows offering views of a cityscape.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
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.

7. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
P13,432
P15,969 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Chicago Magnificent 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 bar area with wooden paneling, a TV mounted above the bar, and a bartender preparing drinks.
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.

8. 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 center.
P15,556
P20,352 total
includes taxes & fees
Oct 1 - Oct 2
Hyatt Centric Chicago Magnificent Mile
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.
A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.
A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.
A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

9. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
  • Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks.
P11,683
P13,890 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Chicago Downtown South Loop
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 modern hotel room with a desk, chair, television, and a large window with a city view.
A gym with treadmills, weight machines, and kettlebells.

10. 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.
P14,139
P16,810 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Chicago West Loop Fulton Market Area
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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 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 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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
P10,037
P13,766 total
includes taxes & fees
Oct 24 - Oct 25
Hilton Chicago
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.
A gym with cardio machines, weight benches, and a large window offering a city view.
A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
P13,245
P15,747 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Chicago/Downtown - The Loop
The Intercontinental hotel facade with a large American flag and a floral display.
A person sitting by a window with a cityscape view.
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
P15,431
P20,533 total
includes taxes & fees
Oct 25 - Oct 26
InterContinental Chicago Magnificent Mile by IHG
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.
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
P13,432
P15,969 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Chicago Magnificent Mile
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.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
An indoor swimming pool with lounge chairs and a no diving sign.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
P13,064
P17,365 total
includes taxes & fees
Oct 25 - Oct 26
Embassy Suites by Hilton Chicago Downtown 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
P12,161
P14,458 total
includes taxes & fees
Oct 25 - Oct 26
DoubleTree by Hilton Chicago - Magnificent Mile
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 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.

The Wade

The Wade
Downtown Chicago
P9,309
P11,067 total
includes taxes & fees
Oct 25 - Oct 26
The Wade
An outdoor seating area with a glass table, orange cushions, and potted plants.
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.
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
P19,595
P25,525 total
includes taxes & fees
Oct 3 - Oct 4
Sheraton Grand Chicago Riverwalk
An outdoor seating area with tables and chairs, surrounded by city buildings and a view of the urban skyline.
An indoor swimming pool with a skylight, lounge chairs, and potted plants.
A modern interior with a spacious layout, a large window offering a city view, and a variety of seating options.
A bar area with a long counter, metal bar stools, hanging pendant lights, and a variety of bottles on shelves.

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
Renaissance Chicago Downtown Hotel
A modern lobby with a geometric light installation, a staircase, and a reception desk.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern hotel with a corner location, large windows, and a green awning.
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
P14,600
P17,358 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn & Suites Chicago Downtown
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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 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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
P10,037
P13,766 total
includes taxes & fees
Oct 24 - Oct 25
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.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
An indoor swimming pool with lounge chairs and exercise equipment.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
P15,556
P20,352 total
includes taxes & fees
Oct 1 - Oct 2
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 swimming pool with a ceiling of lights, large windows, and potted plants.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
P42,171
P50,138 total
includes taxes & fees
Oct 4 - Oct 5
The Langham, Chicago
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 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.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
P9,240
P10,847 total
includes taxes & fees
Oct 18 - Oct 19
Renaissance Chicago O'Hare Suites Hotel
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
P40,203
P47,797 total
includes taxes & fees
Oct 27 - Oct 28
Park Hyatt Chicago
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
An outdoor seating area with tables and chairs, string lights, and umbrellas.
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.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
P17,374
P23,697 total
includes taxes & fees
Oct 4 - Oct 5
The Hotel at Midtown
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A couple dining on a balcony with a cityscape view.
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 bar area with a long counter, multiple stools, and a seating area with a booth.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
P41,155
P48,930 total
includes taxes & fees
Oct 25 - Oct 26
Waldorf Astoria Chicago
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
A modern kitchen with a large window, wooden cabinets, and a dining area with a table and chairs.
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.

Stay One Chicago

Stay One Chicago
Downtown Chicago
Stay One 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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"It was great and everyone was very welcoming."
Billie Jo 2-night trip
Posted less than an hour ago
Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Room was very clean and comfortable. Great bed, nice shower. Only stayed one night. It was nice having coffee in the room and a Starbucks downstairs. There were also plenty of restaurants within walking distance. We did not eat breakfast at the hotel as it was a very expensive buffet. We didn’t have a chance to walk around since our visit was short and the weather was terrible but it looked like it was a very convenient location close to Navy Pier and other attractions."
Mica 1-night trip
Posted 2 hours ago
InterContinental Chicago Magnificent Mile by IHG
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"The room was very clean and attractive. My only suggestion is that bars for safety, in the bathroom would be helpful, when entering the tub for a bath or shower. Everyone with whom I had contact was professional and eager to assist. It was a delight to deal with staff. My only suggestion is that on the day I was leaving, the cleaning staff appeared to rush me out at 9:00 in the morning, when I had until 12 to check out. That was somewhat annoying. Other than that, it was a very pleasant experience and I would return to this hotel in the future."
Irene 3-night trip
Posted 2 hours ago
Hyatt Regency Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Expedia said free breakfast. There was no free breakfast. 😞"
Leslie 1-night trip
Posted 10 hours ago
Fairmont Chicago at Millennium Park
The Wade

The Wade

10/10 Excellent
"Great place and very clean. Staff was very helpful with great hospitality. I would recommend to anyone."
Nigel 1-night trip
Posted 18 hours ago
The Wade

Frequently asked questions

What's it like visiting Chicago?
If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 122 places to stay with pools. While you're here, you can explore attractions like Soldier Field and Navy Pier, and then kick back and relax poolside at one of the accommodations 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 will I be able 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 like 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 theater 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 a place to stay that offers an outdoor pool if you're planning to visit Chicago in the warmest months of July, August, or June when the average temperature is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 31°F.
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. Take advantage of metro transit 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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