Best of 19 Hotels with rooftop pool in Chicago
Experience the urban sophistication of Chicago with a twist of luxury at hotels featuring rooftop pools. Immerse yourself in the breathtaking city skyline while taking a refreshing dip. These hotels with rooftop pools in Chicago offer a unique blend of relaxation and adventure, providing a memorable stay in one of America's most vibrant cities.
- 1. Viceroy Chicago
- 2. The Robey
- 3. Best Western River North Hotel
- 4. Hilton Garden Inn Chicago Downtown South Loop
- 5. Hyatt Place Chicago/Downtown-The Loop
- 6. The Hotel at Midtown
- 7. Level Chicago - Old Town
- 8. Hyatt Centric Chicago Magnificent Mile
- 9. The Peninsula Chicago
- 10. The Buckingham Hotel
- 11. Hyatt Regency Chicago
- 12. Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
- 13. Hilton Chicago/Magnificent Mile Suites
- 14. Palmer House a Hilton Hotel
- 15. Hyatt Regency Mccormick Place
- 16. The Langham, Chicago
- 17. Hilton Garden Inn Chicago McCormick Place
- 18. Hyatt Place Chicago / Wicker Park
- 19. Nobu Hotel Chicago
1. Viceroy Chicago
Stunning rooftop pool and bar with breathtaking skyline views

The hotel's rooftop pool is a seasonal amenity open to guests, providing exclusive access to stunning views of Lake Michigan and the Gold Coast district. The accommodation options are stylish and refined, offering a comfortable stay for visitors. Additional facilities include a rooftop pool and bar, as well as yoga sessions on the terrace, providing guests with a variety of leisure activities to enjoy.
Guests can enjoy delicious dinners with outstanding views, adding to the overall exceptional experience of staying at the hotel. The rooms are not only lovely but also offer excellent accommodations for guests. The rooftop pool and bar, yoga on the terrace, and delightful dinner options are just a few highlights that make this hotel a top choice for visitors to the area.
2. The Robey
Features a rooftop pool with stunning city views and located in a historic building

The rooftop pool and bar at The Robey were standout features of our stay. The ambiance was incredibly pleasant, and the staff provided excellent service, making our experience even more enjoyable. The pool itself was particularly impressive, offering stunning views of the city and providing a tranquil space to unwind.
Located on the hotel's rooftop, the pool is a must-visit attraction. With its panoramic views of the city, it provides a breathtaking backdrop for a relaxing dip or a refreshing drink at the bar. The pool's serene atmosphere makes it an ideal spot to escape the hustle and bustle of the city and enjoy some well-deserved relaxation.
3. Best Western River North Hotel
Rooftop pool with views of the Chicago skyline

The rooftop pool and deck were a standout feature of the location. Visitors were drawn to spend considerable time there, attracted by the breathtaking views and pleasant atmosphere. The pool was impeccably clean, and its position atop the building provided stunning vistas of the Chicago skyline. It was an ideal place for relaxation and enjoyment.
The rooftop pool, in particular, was a source of great delight for many. Its cleanliness ensured a safe and enjoyable swimming experience while the Chicago skyline views from the pool were truly magnificent. The pool area served as a perfect location for anyone seeking a tranquil and refreshing retreat during their stay.
4. Hilton Garden Inn Chicago Downtown South Loop
Rooftop pool with stunning city views

The rooftop pool at the hotel was a standout feature during our stay. Offering breathtaking views of the city, it was the perfect place to unwind after a long day of exploring. Guests can enjoy a refreshing dip while taking in the stunning scenery.
The pool was consistently clean and well-maintained, making it a pleasant and enjoyable experience. The view from the rooftop pool was particularly impressive, with stunning vistas of the surrounding cityscape. Loved by many, it was a highlight of the hotel and a must-visit for guests.
5. Hyatt Place Chicago/Downtown-The Loop
Rooftop pool with sweeping city views and upscale amenities

The rooftop pool stood out as a memorable feature of our hotel experience. Its location offered a fantastic opportunity to unwind and take in the breathtaking Chicago skyline. The pool area was an ideal spot to relax after a day of exploring the city.
This hotel boasts an impressive rooftop pool with magnificent views of the Chicago skyline. It serves as a perfect destination for visitors seeking a place to unwind and relax after a day of sightseeing. The pool provides a tranquil oasis amidst the bustling city, allowing guests to fully enjoy their stay.
6. The Hotel at Midtown
Rooftop pool with panoramic city views

The rooftop pool was a standout feature of our stay. It was consistently clean and well-maintained, making it a pleasure to take a dip and unwind. The pool area provided a tranquil escape from the hustle and bustle of the city, and the views from the rooftop were truly breathtaking.
In addition to the pool's excellent condition, the service provided by the poolside staff was top-notch. They were attentive, friendly, and always available to help. Whether we needed a drink, a towel, or assistance with anything else, the staff were happy to oblige. The pool was the perfect place to unwind after a long day of sightseeing, with its stunning views, relaxed atmosphere, and excellent service.
7. Level Chicago - Old Town

8. Hyatt Centric Chicago Magnificent Mile
Rooftop pool with panoramic city views

The property is located in a desirable neighborhood, just one block away from the hustle and bustle. The staff members are extraordinarily kind and professional, contributing to a comfortable and welcoming environment. The room was immaculate and well-maintained. A minor inconvenience was the $75 per night hold on my credit card for incidentals. Fortunately, the pool and spa areas were pristine and proved to be rejuvenating spaces to unwind after a long day of exploring.
The pool area was small but cozy, making it an ideal place to unwind after a day of touring the sights. Despite its compact size, the pool was kept meticulously clean, allowing guests to fully enjoy their downtime.
9. The Peninsula Chicago
Offers a variety of packages and promotions for guests

The Peninsula Chicago is a luxury hotel that boasts a stunning terrace restaurant and a pool with a view of the city. The restaurant, which is located on the hotel's rooftop, offers a unique dining experience with its breathtaking views of the city. The pool, located inside the hotel, is a half-Olympic size and is enclosed by floor-to-ceiling windows, allowing guests to take in the stunning cityscape while they swim.
The Peninsula Chicago's indoor swimming pool is a popular amenity among guests. The pool is surrounded by floor-to-ceiling windows, providing swimmers with a panoramic view of the city. The pool is half-Olympic in size, making it an ideal location for guests who want to get in a serious workout while on vacation. The pool's calming atmosphere and beautiful views make it a great place to relax and unwind after a long day of sightseeing or business meetings.
10. The Buckingham Hotel
Rooftop pool with stunning city views

The Buckingham Hotel is located on the 40th floor of a large building, offering stunning views. To reach the hotel, guests must take two elevators, with the first one going up to the 39th floor and a second one to the 40th floor. The room provided is spacious with a large king-size bed. The pool and fitness center are part of the Buckingham Athletic Club, which operates separately from the hotel.
Guests at the Buckingham Hotel can enjoy an exceptional value and access to the Buckingham Athletic Club's indoor pool and fitness center. However, it's important to note that access is subject to the club's hours and rules. The hotel offers a comfortable and enjoyable stay with excellent amenities.
11. Hyatt Regency Chicago
Rooftop pool with stunning city views.

The Hyatt Regency McCormick Place is a prominent and opulent hotel in the city, known for its luxurious accommodations and refined atmosphere. Its location offers easy access to popular attractions, making it a highly desirable place to stay. The hotel's rooms are modern and comfortable, providing a pleasant and restful experience for guests. However, some guests have reported issues with noise and maintenance.
In comparison, the Hyatt Regency Chicago is also a popular choice among travelers, thanks to its scenic location and convenient access to the city's top sights. The hotel's rooms have received positive feedback for their modern design and comfortable furnishings. However, there have been some complaints from guests about noise and maintenance issues, which may affect their overall experience. Despite these concerns, both hotels are still popular choices due to their prime locations and well-appointed accommodations.
12. Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
Rooftop pool with sundeck and fire pit

The Holiday Inn in Chicago offers beautiful views of the Chicago River and comfortable rooms that ensure a good night's sleep. The hotel is centrally located in the civic center, making it easily walkable to numerous restaurants, landmarks, and shopping destinations. The breakfast selection is delightful, and the bar is well-stocked with a variety of beverages.
With a group of nearly 50 people, the check-in process at the hotel was seamless, and the service and comfort were excellent. The hotel's lounge, lobby, and bar are great places to gather, and the view from the hotel room was incredible. The hotel's convenient location made it easy to explore everything downtown Chicago has to offer.
13. Hilton Chicago/Magnificent Mile Suites
Rooftop pool with panoramic city views

The rooftop pool and fitness center at this location offer stunning views that are not to be missed. Guests can take advantage of the opportunity to work out while enjoying panoramic vistas or cool off in the pool with a refreshing dip while taking in the scenery.
The convenience of the location is also a major draw, with everything being within easy walking distance. Among the many amenities, the rooftop pool stands out as a particularly memorable feature, providing a relaxing oasis with breathtaking views for guests to enjoy.
14. Palmer House a Hilton Hotel
Offers stunning views of the city from its rooftop pool and bar

The Palmer House Hilton Hotel in Chicago offers a historic and grand ambiance, making it an attractive option for visitors looking to explore the city. The hotel's location is ideal, and the public spaces are often praised for their vintage charm. However, some guests find the rooms to be outdated, noisy, and in need of a thorough cleaning. The high cost of amenities and additional fees has also been a point of contention for some guests, who feel that the overall experience does not justify the price.
The Palmer House, a Hilton Hotel, is well-known for its prime location and historic atmosphere. Many guests are captivated by the hotel's grand public spaces, which exude vintage charm. However, there is a disparity in the value proposition, with several guests expressing dissatisfaction over the high cost of amenities and additional fees. Some travelers have also noted the need for improvement in the cleanliness and decor of the rooms, which they find to be dated and noisy. Overall, while the hotel has much to offer, these issues have led to a mixed reception among guests.
15. Hyatt Regency Mccormick Place
Features a rooftop pool and bar with breathtaking city views.

The Hyatt Regency McCormick Place in Chicago offers guests beautiful views of Lake Michigan and the city, along with modern business facilities. The hotel provides free WiFi access and a 24-hour fitness center for the convenience of its guests. The location is particularly advantageous for business travelers, as it is situated near the convention center and is even connected by a sky bridge.
This Chi-town Hyatt is an ideal place to stay for those attending conventions or events at the convention center, thanks to its convenient location and sky bridge access. The hotel boasts stunning views of the city and Lake Michigan, while also providing guests with necessary business facilities and round-the-clock fitness options. Additionally, the hotel offers free WiFi to keep guests connected during their stay.
16. The Langham, Chicago
Located in a skyscraper offering stunning views

The rooftop pool at The Langham, Chicago is a standout feature of the luxury hotel. It provides a tranquil oasis amidst the bustling city, offering gorgeous views of the skyline. The pool area is impeccably maintained, contributing to an enjoyable and relaxing atmosphere.
Staying at The Langham, Chicago is a premium experience that includes stunning views of the city. One of the hotel's most noteworthy amenities is the rooftop pool, which offers guests a serene retreat in the middle of the city. The pool is consistently well-maintained, ensuring a delightful and comfortable experience for guests.
17. Hilton Garden Inn Chicago McCormick Place
Rooftop pool with scenic city views

The rooftop pool is a fantastic feature of the property, offering magnificent views of the city skyline. It is kept clean and well-maintained, making it a perfect spot to relax and unwind. The area exudes a tranquil atmosphere, making it a great place to escape the hustle and bustle of the city.
The rooftop pool was a major highlight of our stay. With its stunning views of the city and calming ambiance, it was an excellent place to relax and unwind. The pool is consistently maintained in top condition, ensuring a pleasant experience for all guests.
18. Hyatt Place Chicago / Wicker Park
Rooftop pool with views of the city

Many guests express delight at the hotel's rooftop bar, which offers beautiful views of the city. However, there is some dissatisfaction with the valet parking costs and limited hours of operation. The hotel's location is favorably regarded by most reviewers, but a few have raised concerns about the value they receive, citing high parking fees and additional charges as issues.
Guests find the hotel's rooftop bar to be a standout feature, with its stunning city views being a particular draw. Valet parking is available, although some guests have expressed frustration with the expenses and limited operating hours. The hotel's location is a highlight for many reviewers, although a small number have criticized the value for money, pointing to expensive parking fees and extra costs as drawbacks.
19. Nobu Hotel Chicago
Offers a unique blend of Japanese and Peruvian cuisine

Nobu Hotel Chicago's rooftop is a popular destination, featuring a serene pool and a relaxing ambiance, perfect for unwinding in the evening. Additionally, the rooftop bar provides stunning views of the city, making it a great spot to enjoy a drink after a day of sightseeing.
At Nobu Hotel Chicago, the rooftop area boasts a tranquil pool and a rooftop bar with breathtaking views of the city. It's an ideal place to unwind and soak in the ambiance, whether you're seeking a peaceful retreat or a picturesque view of the city.