Highly Rated Hotels With Pools In Chicago
Finding a hotel with a pool is easy, but finding the right, highly rated hotel with an outside pool is a little more difficult.At Reservations.com, our goal is to make planning your vacation easy.Hyatt Regency O’Hare Chicago, Thompson Chicago, and Sofitel Chicago Magnificent Mile are some of our best-rated pool hotels in Chicago.Reserve a room at either of these locations and sit back and relax because your hotel search is over.Additionally, these hotels, inns and suites, and resorts provide other popular amenities like Wellness spa, Lounge Bar, and Massage Services.
Downtown Chicago Hotels With Outdoor Pools
Many of the best Chicago hotels with pools are found in the downtown Loop area. Examples include several hotels along the famous Miracle Mile. Standouts in particular include the Peninsula and the Four Seasons. The Peninsula pool is a heated indoor pool that is complemented by an outdoor sun deck that overlooks the city. At the Four Seasons, the indoor pool area is an elegant oasis that is crowned by a skylight. A number of other hotels in the Miracle Mile area also offer swimming pools for those who wish to expand their options. At the InterContinental Chicago, for example, a wonderfully ornate indoor pool area is available for guests to take advantage of, and the Hyatt Chicago Magnificent Mile counts a stylish indoor pool among its various facilities. Off the Miracle Mile, but also in the downtown area, is the Radisson Blu Aqua Hotel, which boasts a seasonal outdoor pool to go with its indoor pool.
Intercontinental Chicago Magnificent Mile
At Chicagos InterContinental Hotel, you can literally dive into an Art Deco treasure. Located on the fourteenth floor, this stunning, indoor pool is commonly referred to as the Johnny Weismuller pool, a testament to the famous Olympic athlete and actor best known for his role as Tarzan, who once trained here. Dive in and imagine youre back in the 30s, when the pool was the place to make a splash in Chicago.
Kids will love the dedicated kids lane, where they can race to their hearts content. Moms and dads will enjoy relaxing poolside lots of comfy chaise lounges are perfect for coffee sipping.
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Hotel Emc2 A Unique Modern/vintage Chic Design Hotel
This unique Chicago hotel which is part of the prestigious Autograph collection can be found close to the central Magnificent Mile Shopping District within the vibrant Streeterville neighborhood. A beautifully decorated luxurious urban refuge, the 4-star, and very highly rated Hotel EMC2 perfectly captures the creative spirit of the city with interiors that are designed to sit at the intersection of art and science.
Think sumptuous velvet furnishings mixed with brass fitments and industrial lighting, dark wood floor, marble walls, and oversized artwork and you have captured the mood of the hotels eclectic styling. The truly gorgeous modern/vintage rooms offer flat-screen TVs, minifridges, coffeemakers, funky glass-enclosed showers, and designer toiletries. The highly regarded Albert restaurant is a feast for the mind, body, and soul and is the perfect place to enjoy the epicurean delights of one of the finest hotels in the city. Just fabulous darling!
- Prices from $110 per night.
- To book, check prices or availability for Hotel EMC2
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Chicago Hotels With Rooftop Pools Restaurants And Bars

Gazing over a glittering Lake Michigan and the iconic Chicago skyline from a sunny spot above the city, it all starts to make sense. Days like these are why Chicagoans suffer frigid temperatures and harsh winds for much of the year.
When I first moved to the city five years ago, I wasnt sold on the weather. Then, rooftops and patios started opening, and I realized what many already knowâsummer in Chicago is glorious. Its worth the winters and best embraced with a cocktail in hand and a view.
Whether youre looking for a nice meal, a tranquil atmosphere, or to dance all night, theres a hotel rooftop for you. Here are some of the best.
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Economically Priced Hotels And Motels With Pools Outside In Chicago
Whether youre traveling with kids or not, a hotel pool is always exciting.Relax waterside and enjoy your morning cup of coffee, then unwind in the waters at the end of your day.Hotels like Holiday Inn & Suites Chicago-O’Hare/Rosemont, Ramada Hotel & Conference Center by Wyndham Hammond, and ACME Hotel Company Chicago all offer outdoor pools while remaining in a budget-friendly price range.Furthermore, they are close to some of the best things to do in Chicago like Oak Brook Golf Course, Raging Buffalo Snowboard Ski Park, and Hanson Park.You are sure to have a low-cost, high-quality getaway when you reserve either of these hotel options.If you are flying into Chicago, IL, United States , Gary, IN, United States , or Valparaiso, IN, United States see if the hotel offers a shuttle service for convenience.
Homewood Suites Chicago Downtown
With its central location amid the best shopping and dining areas, this downtown Chicago hotel with a rooftop pool is a huge favorite with business and leisure travelers. The Homewood Suites Chicago Downtown Hotel is totally worth the price and experience for the fantastic city view from the 40th floor.
Most suites come with a great view, especially the rooms on the higher floors. There are specialty suites as well, overlooking the lake and city skyline. All these suites have first-class facilities including a heater, fully equipped kitchen, and a dishwasher. Other facilities include a fitness center, 24-hour customer service, and large business space to host meetings.
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Radisson Blu Aqua Hotel Chicago
Address: 221 North Columbus DriveAccommodates: 4
Guests are afforded gorgeous views from every corner of Trump International Hotel & Tower Chicago. Situated along the Chicago River, this high-rise hotel in a historic structure is 92 stories high and features shiny stainless steel and tinted glass exteriors. Inside, guests find deluxe spa treatments, splendid dining, and more. Each roomy unit offers floor-to-ceiling windows for impeccable views of the Chicago skyline and its many iconic sights. At the end of an exhausting day, take a refreshing swim in the tantalizing 75-foot heated indoor swimming pool or relax poolside on one of the comfy lounge chairs.
Trump International Hotel & Tower Chicago
Showcasing an impressive, 17-story gleaming atrium, Embassy Suites Chicago Downtown Magnificent Mile is a pleasant, three-star hotel just minutes away from Navy Pier. An all-suite trendy accommodation, this property offers a hearty breakfast each morning and a free evening reception at night complete with tasty appetizers and thirst-quenching drinks. The room decor is sparse, but the comfortable and functional furnishings make up for this and create a nice, easygoing atmosphere. The heated indoor swimming pool is where you want to be if the end of your day has left you depleted.
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Radisson Blu Aqua Hotel
The Hotel: The Radisson Blu Aqua Hotel is one of Chicagos most impressive hotels. Designed by a famous architect, youll be amazed by the interestingly shaped ripples that flow throughout the skyscraper.
The AquaHotel has an on-site restaurant, an elegant lobby, and the perfect location between Millenium Park and the Chicago River.
The Rooms: The rooms are well-equipped with expected hotel amenities. They all have balconies, impressive Chicago views, TVs, toiletries, etc.
The Rooftop Pool: The Radisson Blu Aqua Hotel probably has the most impressive rooftop pool complex on this list of Chicago hotels with rooftop pools. Not only does it have a full 25m Olympic lap pool, but it also features a sauna, outdoor track, another indoor pool, sun cabanas, hot tub, fire pit, gardens, walking tracks, and more.
Hotel with Rooftop Pool Location: Lakeshore East Neighborhood a few blocks from Millenium Park and the Chicago River
How to Access the Rooftop Pool: Stay at the Hotel for the Pool Complex
BOOK ON YOUR PREFERRED BOOKING PLATFORM
Doubletree By Hilton Downtown Magnificent Mile
The Hotel: Located off the Magnificent Mile just 2 blocks from Navy Pier, the DoubleTree by Hilton Downtown Chicago is a well-equipped mid-range hotel in a great location. It has a restaurant on-site as well as one of the most spacious rooftops on this list!
The Rooms: You can stay in a variety of rooms from a basic to a fitness room to a deluxe suite. The rooms have great amenities and often great views also all with flat-screen TVs. For the price this Chicago hotel with a rooftop pool might have the BEST value.
The Rooftop Pool: The DoubleTree Rooftop Pool has views in every direction and an interesting round-ish shape. Its one of the most spacious rooftop pool hotels in Chicago, with plenty of deck chairs, seating, and shade. Youll feel like youre surrounded by Chicago with buildings shooting up in all directions around you!
Hotel Location: Between the Magnificent Mile and Navy Pier
How to Access the Rooftop Pool: You Must Be a Hotel Guest
BOOK ON YOUR PREFERRED BOOKING PLATFORM
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Chicago Hotels With A Pool
- Free Wifi
- Pool
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Kasa Chicago Old Town

The Hotel: Kasa Chicago Old Town is one of the lesser-known Chicago hotels with rooftop pools. It offers 22 apartments, a fitness center, and a rooftop terrace in the Old Town area of the Near North.
The Rooms: Its more of an aparthotel as it has fully-equipped rooms ranging from studio to 1BR to 2BR, all with full kitchens, seating areas, general amenities, and often great views.
The Rooftop Pool: The rooftop pool at Kasa Hotel is one of the most spacious in the city. It offers a full 360-degree terrace with song of deck chairs and space to lay out and relax!
Hotel Location: Near North: between Gold Coast + Old Town Near Chicago Station
How to Access the Rooftop Pool: You Must Be a Hotel Guest
BOOK ON YOUR PREFERRED BOOKING PLATFORM
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Hampton Inn Chicago Downtown/magnificent Mile
The Hotel: The Hampton Inn is located in the exact same building as the Homewood Suites above, but with a different part of the building. The difference is that Homewood is suited with a kitchen and Hampton is regular, cheaper hotel rooms.
The Rooms: These are basic budget hotel rooms which also offer fantastic views of Chicago and Lake Michigan. This is a great choice if you want a more affordable room still with great views.
The Rooftop Pool: Same as the one described above, the Hampton Inn rooftop pool is an enclosed 40th floor space offering amazing views of Lake Michigan, deck chairs, and wind-breaking windows.
Hotel Location: Magnificent Mile Near the Contemporary Art Museum
How to Access the Rooftop Pool: You Must Be a Hotel Guest
BOOK ON YOUR PREFERRED BOOKING PLATFORM
Holiday Inn Hotel & Suites Chicago
Located a few blocks from the Sears Tower, Holiday Inn Hotel & Suites Chicago – Downtown is not the most luxurious option in town, but it is a great choice if you want a nice mix of comfort, location, value-for-money and some rooftop fun.
The best feature of the hotel is the seasonal outdoor rooftop swimming pool, where you can lounge and admire the cityscape for hours. Truly a blessing if the Chicago summer gets really hot.
Other facilities also include a modern fitness center and a restaurant.
Adress: 506 West Harrison, Chicago, IL 60607
Availability: Only guests at the hotel
Hours: 10am to 8pm
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Relax In A Rooftop Pool And Lounge
The Robey hotel is housed in a famous historic Chicago building in the Wicker Park neighborhood. The art-deco landmark building formerly known as Northwest Tower is now a luxury hotel, complete with a rooftop lounge and pool.
The Cabana Club on the 6th floor offers 180-degree views of the skyline. Its location in a western neighborhood, set away from downtown, makes the view unique. Not only will you see the famous skyscrapers that make the citys architecture famous, but also the neighborhoods and train lines that make it run.
Relax in a poolside cabana chair, or take a dip in the pool yourself. Drinks are on the tropical side, and theres a small food menu as well featuring pita and hummus, mixed nuts, and other snacks.
A beachy vibe in a historic building sounds odd, but it works. Come summer, the Robey is the place to be.
Charms Amid Massive Urban Sprawl
If anything, Chicago is slightly underrated as a great American city, with most of the limelight taken by New York or Los Angeles or even Boston. But this Midwestern juggernaut offers so many charms that you can easily spend weeks amid its massive sprawl. So book yourself a room in a Chicago hotel with a rooftop pool, and preferably one with a great view of the awesome, skyscraper-filled skyline. Whatever type of accommodations you prefer, from boutique hotels in Chicago to luxury five-star hotels, theres definitely something for every type of traveler making their way to this part of Illinois.
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Of All The Hotels In Chicago Which Hotels With Swimming Pool Have The Highest User Ratings
When traveling to Chicago for the first time, many travelers find it difficult to choose a hotel with Swimming pool to stay in. According to Trip.com data, SpringHill Suites Chicago Downtown/River North, Hyatt House Chicago West Loop and Home2 Suites by Hilton Chicago McCormick Placeare popular highly rated hotels with Swimming pool, making them good choices for your trip.
Chicago Hotels With Rooftop Pools: 15 Best 2022
Categories USA
There are more Chicago hotels with rooftop pools than most big cities in the country, so its important you choose wisely which one youd like to stay in.
Some of the best hotels with rooftop pools Chicago can offer are in the middle of the city with nothing but skyscraper views, and others have a view of the beautiful Lake Michigan or views of the skyline from Midtown. Some are on the 30th floor, and others are on a modest 6th but with great vibes.
Below is a comprehensive outline of all the best rooftop pool hotels in Chicago with all the info you will need to decide which one to stay at. Happy rooftop hunting!
- Best Chicago hotel with rooftop pool for views + groups:The Penthouse at Grand Plaza
- Best Chicago hotel with rooftop pool for couples:The Viceroy
- Best Chicago hotel with rooftop pool for pool bar + party vibes:The Hoxton
- Best Chicago hotel with rooftop pool for quiet/relaxation: Kasa Chicago Old Town
- Best Chicago hotel with rooftop pool AND restaurant:The Robey
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The Penthouse At Grand Plaza
The Hotel: Technically an aparthotel, The Penthouse at Grand Plaza is comprised of nine penthouses with one, two, or three bedrooms. Each offers gorgeous living spaces and floor-to-ceiling glass windows overlooking the city and Lake Michigan on the 50-51st floor.
The Rooms: Perfect for couples, families, or groups, this would be the best bet for people who will need more than one room and love a good view. The spaces are large and open with beautiful design and natural light. Most have balconies as well.
The Rooftop Pool: This Chicago Hotel with Rooftop Pool is unbeatable. Shared amongst the 9 units is a HUGE rooftop pool, running track, fitness, center, and more. The rooftop pool is fairly huge and fits dozens of sunchairs around it with gardens too. The view is amazing with skyscrapers all around but plenty of sun.
Hotel Location: N State Street Chicago Above Grand Station
How to Access the Rooftop Pool: Must be a Hotel/Building Guest
BOOK ON YOUR PREFERRED BOOKING PLATFORM
Intercontinental Chicago Magnificent Mile An Ihg Hotel

Avid foodies will want to stay at Courtyard by Marriott Chicago Downtown/River North, situated in the tony neighborhood of River North. Famed for whats known as Restaurant Row, this area is home to some of the citys best casual eateries and fine-dining establishments. If you need to work off those calories after dining, head to the indoor swimming pool, or visit the nicely equipped gym facility. The spacious guest rooms are stately and the decor is awash in rich warm color schemes and handsome furnishings. This property is near many tourist spots that are within walking distance.
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The Ace A Hipsters Hangout And One Of The Coolest Hotels In Chicago
The Ace hotels always have an unbeatable cool vibe and this hipster-magnet Chicago version is no exception. This industrial-looking concrete and glass building in the West Loop of the city houses chic and uber-cool bedrooms, trendy eateries, and funky communal spaces.
At the 4-star exceptionally rated Ace Hotel guest rooms come with skyline views, the City Mouse restaurant, the Waydown bar, and the Stumptown Coffee Roasters Cafe all combine to provide an industrial style hotel that offers everything you need and more, including plenty of fun!
Bedrooms offer organic cotton sheets, DAB radio, and flatscreen TVs alongside retro furnishings, tiled walls, and plenty pipework. Upgrade to a suite and you could even find a turntable or an acoustic guitar tucked away inside, giving you the opportunity to be the Chicago rock star you always dreamed of.
- Prices from $120 per night.
- To book, check prices or availability for The Ace Hotel