A river with a yellow boat, surrounded by tall buildings and a bridge.

Hotels with Pool & Resorts in Chicago from NZ$313

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Check availability on Chicago Hotels with Pool

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

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 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.
A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

1. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
NZ$389
includes taxes & fees
24 Oct - 25 Oct
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 bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

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.
NZ$313
includes taxes & fees
25 Oct - 26 Oct
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.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

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.
NZ$409
includes taxes & fees
25 Oct - 26 Oct
DoubleTree by Hilton Chicago - Magnificent Mile
A swimming pool with lounge chairs and a wall with a patterned design.
A gym with cardio machines, weight benches, and a large window offering a city view.
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.

4. 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.
NZ$445
includes taxes & fees
25 Oct - 26 Oct
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 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 modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.

5. 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.
NZ$456
includes taxes & fees
25 Oct - 26 Oct
Aloft by Marriott Chicago Mag 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 modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.

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.
NZ$491
includes taxes & fees
25 Oct - 26 Oct
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 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.

7. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
NZ$451
includes taxes & fees
25 Oct - 26 Oct
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 a modern design, featuring a long counter and multiple seating options.
A bar area with wooden paneling, a TV mounted above the bar, and a bartender preparing drinks.

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, spa pool haven, and 24-hour fitness centre.
NZ$575
includes taxes & fees
1 Oct - 2 Oct
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 hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.
A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

9. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
  • Dive into city centre luxury with a rejuvenating pool experience close to Chicago landmarks.
NZ$393
includes taxes & fees
25 Oct - 26 Oct
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 dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.
A gym with treadmills, weight machines, and kettlebells.
A modern hotel with a glass facade, multiple floors, and a prominent sign.

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.
NZ$475
includes taxes & fees
25 Oct - 26 Oct
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
Spa pool
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 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.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

Hilton Chicago

Hilton Chicago
Downtown Chicago
NZ$389
includes taxes & fees
24 Oct - 25 Oct
Hilton Chicago
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.
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.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
NZ$445
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Chicago/Downtown - The Loop
The Intercontinental hotel facade with a large American flag and a floral display.
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 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
NZ$580
includes taxes & fees
25 Oct - 26 Oct
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 bar area with a granite countertop, bar stools, and a variety of bottles and glasses.
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
NZ$451
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott 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.
An indoor swimming pool with lounge chairs and a no diving sign.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
NZ$491
includes taxes & fees
25 Oct - 26 Oct
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.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
NZ$409
includes taxes & fees
25 Oct - 26 Oct
DoubleTree by Hilton Chicago - Magnificent Mile
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.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

The Wade

The Wade
Downtown Chicago
NZ$313
includes taxes & fees
25 Oct - 26 Oct
The Wade
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
NZ$721
includes taxes & fees
3 Oct - 4 Oct
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 spacious lobby with a high ceiling, large windows, and a central seating area with sofas and a coffee table.
A modern interior with a spacious layout, a large window offering a city view, and a variety of seating options.

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
NZ$789
includes taxes & fees
16 Oct - 17 Oct
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 hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
NZ$499
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn & Suites Chicago Downtown
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Hotels with pools and spa pools in Chicago

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.
A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

Hilton Chicago

Hilton Chicago
Downtown Chicago
NZ$389
includes taxes & fees
24 Oct - 25 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.
A bar area with a modern design, featuring a long counter and multiple seating options.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
NZ$575
includes taxes & fees
1 Oct - 2 Oct
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 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
NZ$1,417
includes taxes & fees
4 Oct - 5 Oct
The Langham, 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.
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
NZ$307
includes taxes & fees
18 Oct - 19 Oct
Renaissance Chicago O'Hare Suites Hotel
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 hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
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
NZ$1,351
includes taxes & fees
27 Oct - 28 Oct
Park Hyatt 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
NZ$670
includes taxes & fees
4 Oct - 5 Oct
The Hotel at Midtown
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 bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A bar area with a long counter, multiple stools, and a seating area with a booth.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
NZ$1,383
includes taxes & fees
25 Oct - 26 Oct
Waldorf Astoria Chicago
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
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.
A modern bedroom with a large bed, a TV, and a city view.

Stay One Chicago

Stay One Chicago
Downtown Chicago
NZ$758
includes taxes & fees
26 Oct - 27 Oct
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

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Great stay! Everyone was so nice from check in with Joao until we walked out the doors."
Mathew 1-night trip
Posted 1 hour ago
Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"It was great and everyone was very welcoming."
Billie Jo 2-night trip
Posted 1 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 3 hours ago
InterContinental Chicago Magnificent Mile by IHG
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 11 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 19 hours ago
The Wade

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 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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