Top 11 Hotels With A Rooftop Pool In Chicago

Remember the song ‘All that Jazz!’ from the famous movie ‘Chicago?’ Well, if you are in a mood to hit the blues, then Chicago, Illinois is the place. Add to that, the ‘Windy’ city takes your breath away with the architectural splendor of the high-rise buildings on the southwestern shores of Lake Michigan. In fact, you can enjoy the magnificent skyline view fully from some of the best hotels with a rooftop pool in Chicago.

Cited as the third biggest city in the United States, Chicago, the land of skyscrapers beckons you to experience a plethora of cultural festivals, scenic locations, and modern landscaping. So, plan your trip now and enjoy the panoramic views of the city from any of the following hotels with a rooftop pool in Chicago, USA. If you’re here for a honeymoon, check out our list of best romantic hotels in Chicago.

Holiday Inn Hotel & Suites Chicago Downtown

11

Located on the main street, the Holiday Inn Hotel & Suites Chicago Downtown draws many travelers looking to stay in hotels with a rooftop pool in Chicago. The favorable location puts the hotel very close to nearby tourist attractions and transport systems. In fact, the Sears Tower is only a few blocks from the hotel. The nearby transport system also connects you to other interesting tourist spots. They include Greek Town, the Shedd Aquarium, the Magnificent Mile, and Navy Pier.

The best feature of the hotel is the outdoor seasonal pool on the rooftop where you can lounge and admire the cityscape for hours. Other facilities are the fitness center and onsite Sunny’s restaurant.

DoubleTree by Hilton Chicago Magnificent Mile

10

The DoubleTree By Hilton Chicago Magnificent Mile Hotel is a popular rooftop hotel with a pool in Chicago. Well, the hotel does live up to its name for its accessibility to nearby attractions. Everything is within a walking distance starting with shops, restaurants, and even tour buses.

Along with the location, the hotel is beautiful with its plush interiors and excellent in-room services. Some of the top-class room facilities are a 50-inch flat-screen TV and an iPod docking station. There’s also an open-concept restaurant called the Hot House which is perfect for socializing with friends and family. The hotel believes in making the right impression by especially welcoming guests with a chocolate chip cookie at the reception.

The hotel also scores high points for its modern fitness center and the outstanding view from one of the best hotels with a rooftop pool in Chicago.

Homewood Suites Chicago Downtown

9

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.

Hampton Inn Chicago Downtown/Magnificent Mile

8

Featuring a rooftop pool and sun deck with fantastic skyline views, the Hampton Inn Chicago Downtown Hotel is one of the high-end hotels with a rooftop pool in Chicago. It is also close to shopping avenues and popular tourist attractions. The nearest ones are the Water Tower Place and the Navy Pier. With the Art Institute of Chicago and the Museum Campus being 10 minutes away from the hotel, the downtown location is a huge plus for travelers.

If you’re tired of the touring, head to Elephant & Castle Pub, the hotel’s on-site restaurant for a beer and pub-style cuisine. The warm glow of the fireplace on the brick walls creates just the right ambiance to revive your energy.

Aside from the convenient location, the hotel has premium room facilities with a work desk, coffee-making facilities, and bathrooms with a hairdryer. There is also an impressive fitness center fitted with modern equipment.

The Hotel at Midtown

7

Just like its name, the Hotel At Midtown is a centrally located boutique hotel with a rooftop pool in Chicago. All the prominent locations are nearby. For instance, the Wrigley field is only 3 km (1.8 miles) away from the hotel. The Lincoln Zoo and the United Center are also within a 5 km (3.1 miles) radius from the hotel.

Guests enjoy the interesting yet well-maintained room interiors along with the required amenities. The bathrooms have free toiletries and a hairdryer and even a thoughtfully-kept makeup towel. Other facilities include indoor and outdoor pools with a fantastic view, fitness center, on-site restaurant, theater area, and even a tennis court to hang out.

Hilton Chicago/Magnificent Mile Suites

6

The all-suites downtown Chicago hotel with rooftop is quite a popular choice with guests for its location and ambiance. Located in the Chicago City Center, the Hilton Chicago/Magnificent Mile Suites is minutes away from the top attractions of the city. They include the nearby John Hancock Center, the Museum of Contemporary Art, and Navy Pier. You can even take a leisurely stroll to Lakeshore Drive.

The hotel exudes charm and good vibes with its unforgettable views from the rooftop and the fitness center. Guests also love the local cuisine at the on-site Barbecue Restaurant, the Southern Cut. Other than the on-site restaurant, there are a lot of nice restaurants and bars in the neighborhood. At the end of the day, the spacious hotel rooms with comfortable beds are a welcome relief. The room facilities are also commendable with personalized services at this, one of the best hotels with a rooftop pool in Chicago.

Best Western River North Hotel

5

The Best Western River North Hotel is a great choice for travelers on the lookout for a rooftop hotel with a pool in Chicago. Allow yourself a visual treat of the spectacular Chicago skyline at the rooftop deck. There is also a heated indoor pool for relaxation. To top it, you get to experience the authentic local pizza typical of Chicago style at the on-site Pizzeria Ora Restuarant and Lounge. Even the rooms are airy and clean with amenities such as flat-screen TV and a coffee machine. Other facilities include a fitness center, a business center, and a 24-hour front desk for round-the-clock customer services.

The hotel’s location is also a big plus factor. It is just a stone’s throw away from the Magnificent Mile known for shopping, dining, and entertainment. The hotel also puts you close to some of the major attractions, such as Navy Pier, Millennium Park, and Willis Tower.

Radisson Blu Aqua Hotel Chicago

4

With its rippling effect architecture, the towering Radisson Blue Aqua Hotel Chicago is one of a kind among the many rooftop hotels that have pools in Chicago. The location of the hotel in Chicago’s lakeshore east neighborhood places it close to the famous Millennium Park. Even the Museum Campus is less than 8 minutes’ drive away from the hotel.

The highlight of the Radisson Blue Aqua Hotel is that every room has a lake view. The rooms are large with comfortable beds, well-stocked minibar, and deluxe bathroom amenities. Guests also love the health club featuring an indoor and outdoor pool, a sauna, and an outdoor track. For meals, you can always opt for the onsite Italian cuisine served at the Filini restaurant. However, if you wish to dine and wine or shop outside, check out the eateries and shopping centers on the nearby Magnificent Mile.

The Robey

3

Out of the many rooftop hotels with pools in Chicago, the Robey Hotel is hugely popular with both leisure and business travelers. Right in the center of Chicago’s Wicker Park neighborhood, this very modern and hip hotel is every guest’s delight. Plus, some of the top attractions of the city are less than half-an-hour drive from the hotel. They include United Center, Lincoln Park Zoo, and Wrigley Field.

The character and style of the historic hotel set it apart from the rest. All the rooms have a pleasing light decor to match the hardwood flooring. Guests not only love the unforgettable skyline views from the rooftop bar but also appreciate the variety of cuisine offered by three on-site cafes and restaurants. For all the main meals, you can try Cafey Robey or you can go to the cafe on the second floor. Alternatively, spend your evenings in leisure while admiring the view and sipping your drinks at the ‘Up & Up’ rooftop bar on the 13th floor.

The Penthouse At Grand Plaza

2

The conveniently located Penthouse At Grand Plaza tops the list of rooftop hotels with pools in Chicago. As grand as it sounds, the Penthouse At Grand Plaza transcends you to a whole new world of opulence and modernism. You can spend hours enjoying the spectacular view of the Chicago skyline from the 55th floor.

The moment you enter the large penthouse condo, prepare to be blown away by the sheer grandeur of the place. The two-bedroom plush apartment looks huge with floor to ceiling windows. To top it, there’s a fireplace to keep you warm in this, one of the best Chicago hotels with a rooftop pool. That’s not all! There are three huge balconies, three bathrooms, a dining area, a fully-equipped kitchen, and laundry facilities.

The best part of the penthouse is its rooftop pool with sun deck. If the weather is favorable, you can easily spend an entire day alternating between lounging and watching the lovely sunset in Chicago. Alternatively, you can do many other things. options.

You can have a quick dash at the basketball court or the fitness center. Better still, you can even take a peek at the on-site market. For more shopping ventures, the Magnificent Mile is just three blocks away from the hotel. The city’s top attractions are also not too far off. For instance, the Navy Pier and the lovely Millennium Park are within walking distances from the hotel.

Viceroy Chicago

1

As one of the finest rooftop hotels with pools in Chicago’s gold coast neighborhood, the 40-storied Viceroy Chicago Hotel overwhelms you with its towering presence at first sight. The building architecture is such that it leaves you spellbound with the way it mirrors the blueness of the sky and its surroundings.

The historic hotel is grandiose in every way. It features a rooftop seasonal pool where you can spend hours soaking in the sweeping skyline of the city. With world-class amenities and round-the-clock room service, you are bound to have the time of your life in this hotel. Furthermore, the rooms have modern decor with a fully-stocked minibar and coffee machines. There is also a huge fitness center spanning 3,600 square feet.

If you are not a believer of indoor exercise, jog down to the nearby Oak Street Beach. Alternatively, you can visit the nearby Navy Pier and Millennium Park.