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
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
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.
$149 nightly
$177 total
Sep 27 - Sep 28
Total with taxes and fees
The Wade
An indoor swimming pool with a view of a brick building through large windows. There are seating areas with tables and chairs.
A large, historic building with a central courtyard surrounded by trees.
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.

2. Hilton Chicago

Hilton Chicago
Downtown Chicago
  • Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
$185 nightly
$220 total
Oct 24 - Oct 25
Total with taxes and fees
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 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.

3. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$200 nightly
$238 total
Sep 27 - Sep 28
Total with taxes and fees
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 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.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

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.
$190 nightly
$226 total
Sep 27 - Sep 28
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile
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.
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.

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.
$239 nightly
$284 total
Oct 1 - Oct 2
Total with taxes and fees
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 center, and walkable Michigan Avenue access.
$234 nightly
$278 total
Oct 25 - Oct 26
Total with taxes and fees
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 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.

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.
$212 nightly
$252 total
Oct 25 - Oct 26
Total with taxes and fees
Hyatt Place Chicago/Downtown - The Loop
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.

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.
$195 nightly
$231 total
Oct 25 - Oct 26
Total with taxes and fees
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 modern dining area with a central island, chairs, pendant lights, and a decorative wall with a motivational quote.
A modern bathroom with a large mirror, a sink, and shelves holding rolled towels.

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.
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
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 rooftop terrace with lounge chairs and tables, offering a city skyline view.
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.

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.
$161 nightly
$191 total
Oct 25 - Oct 26
Total with taxes and fees
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
Spa
4 stars

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
$149 nightly
$177 total
Sep 27 - Sep 28
Total with taxes and fees
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 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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$185 nightly
$220 total
Oct 24 - Oct 25
Total with taxes and fees
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 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.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$200 nightly
$238 total
Sep 27 - Sep 28
Total with taxes and fees
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 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.

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
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 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.
An indoor swimming pool with lounge chairs and exercise equipment.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$239 nightly
$284 total
Oct 1 - Oct 2
Total with taxes and fees
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
$234 nightly
$278 total
Oct 25 - Oct 26
Total with taxes and fees
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 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.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
$212 nightly
$252 total
Oct 25 - Oct 26
Total with taxes and fees
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 hotel room with a large bed, a desk, a chair, a small table, and a view of a swimming pool through a glass door.

Marriott Chicago O'Hare

Marriott Chicago O'Hare
O'Hare
$188 nightly
$221 total
Oct 23 - Oct 24
Total with taxes and fees
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.
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
$125 nightly
$147 total
Sep 27 - Sep 28
Total with taxes and fees
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 lobby with a reception desk, seating area, and artwork on the walls.
A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side
$207 nightly
$246 total
Oct 25 - Oct 26
Total with taxes and fees
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 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.

Hilton Chicago

Hilton Chicago
Downtown Chicago
$185 nightly
$220 total
Oct 24 - Oct 25
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 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.
An indoor swimming pool with lounge chairs and exercise equipment.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
$239 nightly
$284 total
Oct 1 - Oct 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 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
$139 nightly
$164 total
Oct 4 - Oct 5
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.
An outdoor seating area with tables and chairs, string lights, and umbrellas.
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.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
$354 nightly
$416 total
Oct 4 - Oct 5
Total with taxes and fees
The Hotel at Midtown
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 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 bedroom with a large bed, a TV, and a city view.

Stay One Chicago

Stay One Chicago
Downtown Chicago
$381 nightly
$447 total
Oct 26 - Oct 27
Total with taxes and fees
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 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.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
$609 nightly
$724 total
Oct 25 - Oct 26
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 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.
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.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
$659 nightly
$783 total
Oct 25 - Oct 26
Total with taxes and fees
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 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.
A woman sitting by a window with a city view, holding a cup and saucer.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
$662 nightly
$786 total
Sep 27 - Sep 28
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Tina in cafe at breakfast was awesome! Made my day! See you-all next time!"
Thomas 2-night trip
Posted 3 hours ago
Congress Plaza Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"Staff was great. View room was nice and quiet. Just know this is a very busy hotel. Elevators were an adventure."
Ken 3-night trip
Posted 5 hours ago
Hyatt Regency Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"staff was super friendly and helpful!"
emma 1-night trip
Posted 7 hours ago
The Chicago Hotel Collection - Magnificent Mile

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 $139 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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