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

Find Hotels with a Pool in Chicago, IL

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Check availability on Chicago Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Chicago hotels with a pool

A rooftop terrace with a glass floor, offering a view of the city skyline.
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A bar area with a marble countertop, bar stools, and a variety of bottles.

1. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
$181 nightly
$215 total
Nov 11 - Nov 12
Total with taxes and fees
Hotel Riu Plaza Chicago
Pool
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 modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$192 nightly
$229 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago
A swimming pool with lounge chairs and sun loungers, a tiled floor, and a large window with curtains.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.
A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

3. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
$161 nightly
$191 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
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.

4. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
  • World-class indoor pool in downtown offers lap swimming and family fun at this luxury hotel.
$241 nightly
$287 total
Oct 31 - Nov 1
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
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.

5. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
  • Slip into a vacation state of mind at Chicago's urban retreat with a sparkling indoor pool.
$133 nightly
$181 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North
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.

6. 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.
$135 nightly
$159 total
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.
A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.
A modern bathroom with a large mirror, a sink, and a toilet.
A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.

7. 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.
$165 nightly
$221 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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.

8. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
  • Stylish indoor pool retreat in downtown Chicago makes luxury laps a breeze after sightseeing.
$188 nightly
$224 total
Nov 20 - Nov 21
Total with taxes and fees
Hotel 505 River North
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 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.

9. 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.
$142 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
The Wade
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large windows, white furniture, and a view of tall buildings.
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

10. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
  • Luxurious indoor pool sanctuary at Chicago's premier tower with rejuvenating spa services.
$461 nightly
$548 total
Nov 1 - Nov 2
Total with taxes and fees
Trump International Hotel & Tower Chicago
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Choose what matters most at hotels with a pool in Chicago

Breakfast included
Hot tub
Water park
Spa
4 stars

Hotels with pools and free breakfast in Chicago

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
$241 nightly
$287 total
Oct 31 - Nov 1
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.
A modern living room with a fireplace, a large sofa, a coffee table, and a bookshelf.
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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$192 nightly
$229 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.
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.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
$155 nightly
$185 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Chicago Downtown
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.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
$135 nightly
$159 total
Nov 1 - Nov 2
Total with taxes and fees
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 hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
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
$142 nightly
$169 total
Nov 1 - Nov 2
Total with taxes and fees
The Wade
A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.
A hotel room with a bed, a TV, a window with curtains, and a view of tall buildings.
A conference room with a long table, chairs, a projector screen, and a carpeted floor.
A large banquet hall with round tables, blue tablecloths, and white chairs with blue sashes.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
$165 nightly
$221 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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 Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$137 nightly
$163 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
An outdoor seating area with a glass table, orange cushions, and potted plants.
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.
A modern building with a large glass facade and a river in front.

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
$249 nightly
$296 total
Nov 13 - Nov 14
Total with taxes and fees
Sheraton Grand Chicago Riverwalk
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.
A restaurant with a long counter, seating area, and a kitchen visible in the background.
A Hilton Garden Inn hotel with a modern facade, large windows, and a prominent sign.
A bar area with multiple seating arrangements and a variety of liquor bottles.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
$144 nightly
$171 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
An outdoor dining area with tables and umbrellas, overlooking a river with a bridge and high-rise buildings in the background.
A spacious lobby with a high ceiling, modern seating, and a central bar area.
A spacious lobby with a central bar area, seating, and a large window offering a city view.
A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
$199 nightly
$237 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Chicago Dwtn - The Mart by IHG
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Hotels with pools and hot tubs 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 modern living room with a fireplace, a large sofa, a coffee table, and a bookshelf.
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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$192 nightly
$229 total
Oct 30 - Oct 31
Total with taxes and fees
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.
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.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$194 nightly
$231 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Centric Chicago Magnificent Mile
A modern hotel lobby with a sofa, coffee table, and a reception desk.
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.
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
$152 nightly
$179 total
Oct 30 - Oct 31
Total with taxes and fees
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 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
$297 nightly
$349 total
Nov 20 - Nov 21
Total with taxes and fees
The Hotel at Midtown
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 swimming pool with a ceiling of lights, large windows, and potted plants.
A modern dining area with round tables, comfortable chairs, and a dessert display.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
$522 nightly
$621 total
Nov 15 - Nov 16
Total with taxes and fees
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.
A couple dining on a balcony with a cityscape view.
A bar area with a long counter, multiple stools, and a seating area with a booth.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
$527 nightly
$626 total
Nov 15 - Nov 16
Total with taxes and fees
Waldorf Astoria Chicago
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
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 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
$341 nightly
$400 total
Nov 1 - Nov 2
Total with taxes and fees
Stay One Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
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.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
$543 nightly
$645 total
Nov 19 - Nov 20
Total with taxes and fees
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Great location, rooms were a little small for what I expected. Service was good, facilities were clean."
Matthew Edward 2-night trip
Posted 2 hours ago
Eurostars Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location, clean rooms, great staff… and it smelled so good every time we walked into the hotel."
Ebony 3-night trip
Posted 11 hours ago
The Royal Sonesta Chicago Downtown
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."
elvin 2-night trip
Posted 1 day ago
Fairmont Chicago at Millennium Park

Frequently asked questions

How much does a hotel with outdoor pool in Chicago cost?
Enjoy staying in a hotel in Chicago with an outdoor pool. You can find a great deal from $159 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Chicago that have private outdoor pools?
The Hyatt Regency McCormick Place Chicago, a well-rated 4-star hotel with a traveller score of 9.2, offers a great experience with its private outdoor pool. Guests often praise the hotel's excellent location and spacious, clean lobby that sets a welcoming tone for their stay.This hotel not only features a private outdoor pool but also provides stunning views of Lake Michigan, enriching the overall experience. Families appreciate the complimentary cribs and free WiFi, making it convenient for those traveling with children. The friendly and helpful staff further enhance the stay, ensuring that every guest feels attended to and valued.
What are some of the best Chicago hotels with outdoor pools and scenic views?
The Loews Chicago Hotel is an excellent choice for travellers seeking outdoor pools paired with stunning views. This 4.5-star property boasts an impressive outdoor pool that overlooks the Chicago skyline, making it a great spot to relax after a day of exploration. Guests rave about the friendly and helpful staff, alongside the comfortable and clean rooms that feature luxurious amenities like premium bedding and designer toiletries. With a review score of 9.4, this hotel ensures a delightful stay in the heart of the city.Another fantastic option is the Viceroy Chicago, also rated 4.5 stars and sharing that same high traveller rating of 9.4. Here, you'll find a beautiful outdoor pool complete with sun loungers, ideal for soaking up the sun while enjoying a picturesque lake view. The hotel's stylish rooms, equipped with Egyptian cotton sheets and premium bedding, provide a cozy retreat after a day of adventures. Travellers frequently praise the great location and excellent service, making it a popular choice for families and adventure-seeking guests alike.For those who prefer a touch of luxury, The Ritz-Carlton, Chicago stands out with its 5-star rating and a review score of 9.2. The outdoor pool offers breathtaking lake views and is complemented by exceptional amenities, including rainfall showerheads and plush bathrobes. Guests consistently highlight the beautiful rooms and outstanding customer service, making it a premier destination for a sophisticated getaway in Chicago.Lastly, the Renaissance Chicago Downtown Hotel, rated 4 stars with a solid traveller score of 9.2, features a refreshing outdoor pool with scenic river views. This hotel is well-loved for its friendly staff and excellent service, ensuring that every family can enjoy a fun and convenient stay. With access to a vibrant shopping district and a range of modern amenities, it's an ideal base for your Chicago adventure.
Which Chicago hotels with outdoor pools are near Chicago, IL (MDW-Midway Intl.)?
The DoubleTree by Hilton Chicago Midway Airport is a fantastic choice for travellers seeking a hotel with an outdoor pool near MDW. This 4-star hotel not only features a refreshing outdoor pool, but also offers sun loungers for those who want to relax and soak up the sun. Guests rave about the friendly staff and the clean, comfortable rooms, making it a popular spot for families and solo travellers alike.Convenience is key at this hotel, as it provides free airport transportation and a 24-hour airport shuttle, ensuring a straightforward arrival and departure. Additionally, the hotel offers free self-parking and complimentary Wi-Fi, which are superb for families who value both quality and convenience during their travels. Located just 1.1 miles from Chicago Midway International Airport, this hotel makes it easy to access the city while enjoying a pleasant stay.With a traveller rating of 9.2, the DoubleTree by Hilton Chicago Midway Airport is a reliable option for those looking for a blend of comfort and adventure in the Windy City.
Which Chicago hotels offer poolside service for food and drinks?
Loews Chicago Hotel is a fantastic option for travellers seeking delightful poolside service. This 4.5-star hotel, rated an impressive 9.4 by guests, features a stylish poolside bar where you can enjoy refreshing drinks and snacks while soaking in the sun. Guests rave about the friendly and helpful staff, and the hotel's location near the vibrant shopping district adds to its appeal.Another excellent choice is The Robey, Chicago, a Member of Design Hotels. With a rating of 9.2, this 3.5-star hotel boasts a poolside bar as well, making it a great spot to unwind after a day of exploring the city. Visitors love the beautiful, clean rooms and the attentive service, ensuring a pleasant stay for families and couples alike.For those looking for a convenient location, Hilton Grand Vacations Club Chicago Magnificent Mile also offers poolside bar service. Rated 9.2, this hotel provides spacious rooms and a friendly setting, making it superb for families who appreciate both comfort and accessibility to Chicago's top attractions.The Hoxton Chicago is another delightful option, featuring a poolside bar and a traveller rating of 9.0. Guests appreciate its convenient location and the super clean, comfortable rooms, along with the friendly service that ensures a memorable stay.Lastly, The Hotel at Midtown, with a traveller rating of 9.0, complements its poolside bar with a range of amenities, including fitness facilities and yoga classes. This 4-star hotel is superb for those looking to blend leisure with wellness, making it a great choice for families who appreciate both relaxation and activity.
Is it cheaper to book flights and a Chicago hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Chicago for you.

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