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Check availability on Chicago Hotels with a Pool

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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 person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
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.

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.
NT$4,727
NT$5,620 total
includes taxes & fees
Sep 27 - Sep 28
The Wade
An indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.
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.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
NT$5,097
NT$6,991 total
includes taxes & fees
Oct 24 - Oct 25
Hilton Chicago
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 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.

3. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
NT$6,821
NT$8,110 total
includes taxes & fees
Sep 27 - Sep 28
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 high-rise hotel with multiple floors, large windows, and a well-lit entrance area.
A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.
A gym with treadmills, ellipticals, and weight machines.

4. 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.
NT$6,034
NT$7,174 total
includes taxes & fees
Sep 27 - Sep 28
Aloft by Marriott Chicago Mag Mile
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 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 center.
NT$6,789
NT$9,015 total
includes taxes & fees
Oct 1 - Oct 2
Hyatt Centric Chicago Magnificent Mile
An indoor swimming pool with lounge chairs and a no diving sign.
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.
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 center, and walkable Michigan Avenue access.
NT$6,526
NT$8,690 total
includes taxes & fees
Oct 25 - Oct 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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 hotel room with a large bed, a desk with a chair, a sofa, and a TV.
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 downtown hotel, where the indoor pool sparkles alongside skyline views.
NT$6,726
NT$7,996 total
includes taxes & fees
Oct 25 - Oct 26
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 modern hotel lobby with a central seating area, a staircase, and a wall with a vertical garden.
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.
NT$6,175
NT$7,342 total
includes taxes & fees
Oct 25 - Oct 26
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 hotel reception desk with a marble counter, a digital kiosk, and a sign indicating Hilton Honors.
A hotel room with a grey sofa, a white armchair, a small round table, and two floor lamps.
A modern hotel with a glass facade, multiple floors, and a prominent sign.

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.
NT$6,531
NT$7,765 total
includes taxes & fees
Sep 27 - Sep 28
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 modern bar area with a stainless steel bar counter, multiple stools, a refrigerated display, and a large window offering a view of the city.
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.

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 center.
NT$5,097
NT$6,060 total
includes taxes & fees
Oct 25 - Oct 26
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 lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
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
NT$4,727
NT$5,620 total
includes taxes & fees
Sep 27 - Sep 28
The Wade
A large, historic building with a central courtyard surrounded by trees.
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 restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

Hilton Chicago

Hilton Chicago
Downtown Chicago
NT$5,097
NT$6,991 total
includes taxes & fees
Oct 24 - Oct 25
Hilton Chicago
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 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.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
NT$6,821
NT$8,110 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Chicago Magnificent Mile
A modern hotel with a glass facade, multiple floors, and a prominent sign.
A modern conference room with a large oval table, multiple chairs, and a city view through large windows.
A hotel reception desk with a marble counter, a digital kiosk, and a sign indicating Hilton Honors.
A modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
NT$6,531
NT$7,765 total
includes taxes & fees
Sep 27 - Sep 28
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 hotel room with a sofa, ottoman, and a dining area with a bar.
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
NT$6,789
NT$9,015 total
includes taxes & fees
Oct 1 - Oct 2
Hyatt Centric Chicago Magnificent Mile
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.
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.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
NT$6,526
NT$8,690 total
includes taxes & fees
Oct 25 - Oct 26
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.
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
NT$6,726
NT$7,996 total
includes taxes & fees
Oct 25 - Oct 26
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 Marriott hotel entrance with a covered walkway and a parking area.
A spacious lobby with grey sofas, a coffee table, and a reception desk.

Marriott Chicago O'Hare

Marriott Chicago O'Hare
O'Hare
NT$5,967
NT$7,005 total
includes taxes & fees
Oct 23 - Oct 24
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 Fairfield Inn & Suites by Marriott hotel with a parking lot and a sign indicating handicap accessibility.

Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport
Bedford Park
NT$3,572
NT$4,196 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn and Suites by Marriott Chicago Midway Airport
A modern indoor pool area with lounge chairs, a wooden table, and large windows.
A modern hotel with multiple floors, a covered entrance, and a parking lot.
A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.
A modern hotel lobby with a reception desk, seating area, and artwork on the walls.

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side
NT$6,607
NT$7,855 total
includes taxes & fees
Oct 25 - Oct 26
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 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 restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

Hilton Chicago

Hilton Chicago
Downtown Chicago
NT$5,097
NT$6,991 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 hotel room with a sofa, ottoman, and a dining area with a bar.
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
NT$6,789
NT$9,015 total
includes taxes & fees
Oct 1 - Oct 2
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 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.
A hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
NT$4,839
NT$5,680 total
includes taxes & fees
Oct 4 - Oct 5
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 hotel with a swimming pool, outdoor seating, and a view of the city skyline.
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
NT$8,823
NT$12,034 total
includes taxes & fees
Oct 4 - Oct 5
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 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
NT$12,077
NT$14,177 total
includes taxes & fees
Oct 18 - Oct 19
Stay One Chicago
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
NT$19,321
NT$22,971 total
includes taxes & fees
Oct 25 - Oct 26
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 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 bar area with a long counter, multiple stools, and a seating area with a booth.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
NT$22,621
NT$26,894 total
includes taxes & fees
Oct 25 - Oct 26
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
NT$20,987
NT$24,951 total
includes taxes & fees
Sep 27 - Sep 28
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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Beautiful hotel and great location."
Ruby 1-night trip
Posted 1 hour ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The property was very well maintained, and the staff was friendly and helpful. No complaints at all. However, I noticed on several occasions that food was being delivered by kitchen staff to rooms and the trays were uncovered. The public elevators were used and in my opinion that was very unsanitary. Other than that, everything was good."
beverly 4-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Nice place"
Duriel 2-night trip
Posted 5 hours ago
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Very clean. Great location. Close to shopping, restaurants and the lake. Highly recommend"
Lilian 1-night trip
Posted 15 hours ago
Hilton Chicago

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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