Hotels with rooftop pools in Chicago

Hey! What's better than having a swim and enjoying the city views at the same time? To make it easier to find a hotel with a rooftop pool in Chicago, I've put together this list. I hope you will like it!

Please note that most rooftop pools are not open to the public, so if you're not a staying guest but want to visit the pool, check with the hotel first.

• 1 Viceroy Chicago Chicago, United States

  

  Hotel. Stay in the heart of Chicago. Just steps away from the famed shopping, dining and entertainment on the Magnificent Mile, this historic hotel is located in Chicago’s Gold Coast neighborhood and features a rooftop bar and lounge with panoramic city views, on-site dining and a seasonal rooftop pool. Every modern guest room at Viceroy Chicago provides a flat-screen cable TV, plush lounge seating and complimentary WiFi. A fully-stocked minibar and coffee machine are also included. Somerset offers dishes inspired by modern, Midwest flavors for breakfast, lunch and dinner. Guests can enjoy crafted cocktails and small plates amidst sweeping skyline views at Devereaux, the hotel’s rooftop bar and lounge. In-room dining services are also offered for guest convenience. The hotel offers a state-of-the-art fitness centre, along with 14012 square feet of meeting and event space. Oak Street Beach is a 10-minute walk away. The hotel is less than 2 miles away from Navy Pier and Millennium Park. Show full description Guest review score 9.0, rooms from around $326.

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• 2 Hilton Grand Vacations Club Chicago Magnificent Mile Chicago, United States

  

  Hotel. Stay in the heart of Chicago. In a prime location in Chicago, Hilton Grand Vacations Club Chicago Magnificent Mile features 4-star accommodation close to Ohio Street Beach and Oak Street Beach. This 4-star hotel offers room service and an ATM. The hotel provides city views, a seasonal outdoor pool, a 24-hour front desk, and free WiFi is available throughout the property. The hotel will provide guests with air-conditioned rooms with a desk, a coffee machine, a fridge, a microwave, a safety deposit box, a flat-screen TV and a private bathroom with a shower. At Hilton Grand Vacations Club Chicago Magnificent Mile every room has bed linen and towels. At the accommodation you will find a restaurant serving American cuisine. Vegetarian, dairy-free and gluten-free options can also be requested. Hilton Grand Vacations Club Chicago Magnificent Mile offers a sun terrace. Guests at the hotel will be able to enjoy activities in and around Chicago, like cycling. Popular points of interest near Hilton Grand Vacations Club Chicago Magnificent Mile include Shops at Northbridge, Water Tower Chicago and Chicago Museum of Contemporary Art. The nearest airport is Midway International Airport, 20 km from the accommodation. Show full description Guest review score 8.4, rooms from around $237.

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• 3 DoubleTree by Hilton Chicago Magnificent Mile Chicago, United States

  

  Hotel. Stay in the heart of Chicago. Boasting an outdoor pool in the heart of downtown Chicago, this hotel is located within 5 minutes’ walk of the famous Magnificent Mile. It boasts 1 on-site restaurant called HotHouse and a flat-screen TV in every room. A coffeemaker is provided in every modern room at DoubleTree by Hilton Chicago Magnificent Mile. Guests can enjoy the convenience of free toiletries and an iPod docking station during their stay. A 50-inch flat-screen TV is provided as well. A well-equipped fitness centre is available at Magnificent Mile DoubleTree. Every guest receives a chocolate chip cookie at reception. Hot House is an open concept restaurant with space to socialize and grab a cocktail. It serves breakfast and dinner. Millennium Park is less than 1 mile away. Willis Tower can be reached in 10 minutes’ drive. Show full description Guest review score 8.1, rooms from around $252.

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• 4 The Robey, Chicago, a Member of Design Hotels Chicago, United States

  

  Hotel. Situated in the heart of Chicago’s Wicker Park neighborhood, this historic hotel is located 3 miles away from the shopping, dining and entertainment on the Magnificent Mile. On-site dining and free WiFi is available. Hardwood floors and 400-thread count sheets are featured in every light-filled room at The Robey. A flat-screen TV and a Bluetooth-enabled sound system with TV connectivity is included. Café Robey offers French-American fare for breakfast, lunch and dinner. Guests can enjoy a morning coffee or grab a drink after work at the café’s second floor lounge. The rooftop lounge, Up & Up, is located on the 13th floor of the hotel and offers city views, lounge seating and an array of cocktails and spirits. The United Center, home of the Chicago Bulls, is a 14-minute drive away from The Robey. Lincoln Park Zoo and Wrigley Field are both 3 miles away. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 8.7, rooms from around $221.

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• 5 Hyatt House Chicago West Loop Chicago, United States

  

  Hotel. Set in Chicago, 1.7 km from United Center, Hyatt House Chicago West Loop offers accommodation with a terrace, private parking and a bar. With a fitness centre, the 3-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The hotel has an indoor pool and a 24-hour front desk. At the hotel, each room includes a desk and a flat-screen TV. Selected rooms also offer a kitchenette with a stovetop. At Hyatt House Chicago West Loop all rooms have bed linen and towels. The accommodation offers a buffet or American breakfast. Union Station is 1.9 km from Hyatt House Chicago West Loop, while Willis Tower is 2.5 km from the property. The nearest airport is Midway International Airport, 15 km from the hotel. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 8.5, rooms from around $315.

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• 6 The Royal Sonesta Chicago River North Chicago, United States

  

  Hotel. Stay in the heart of Chicago. This 4-star boutique hotel is located in the heart of downtown Chicago's River North neighborhood. The eco-friendly hotel offers an indoor pool and sundeck. Featuring designs and décor inspired by the Chicago World’s Fair, every room at the The Royal Sonesta Chicago River North offers a 37-inch flat-screen TV with in-room fitness channels. Rooms also include large bathrooms with designer bathrobes and designer bath amenities. Guests at the The Royal Sonesta Chicago River North can use the 24-hour fitness center with modern equipment. A free morning coffee and tea bar is provided by the The Royal Sonesta Chicago River North. CBR, located next to the hotel, serves regional cuisine for breakfast and dinner. On the weekends a brunch menu is available as well. Just 1 minutes’ walk from the CTA Red Line, this hotel is less than 1 mile from Navy Pier and Millennium Park. O’Hare International Airport and Midway Airport are within 17 miles of this hotel. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 8.5, rooms from around $231.

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• 7 Hampton Inn Chicago Downtown/Magnificent Mile Chicago, United States

  

  Hotel. Stay in the heart of Chicago. Steps from the Magnificent Mile in central Chicago. Navy Pier is just 1 km away from the hotel. All spacious guestrooms feature a flat-screen TV with satellite cable and a refrigerator at Hampton Inn & Suites Chicago Magnificent Mile. Extras include a hairdryer, work desk, and tea and coffee-making facilities. The hotel features a 24-hour front desk, laundry and dry cleaning services for guests’ convenience. Shopping at the Water Tower Place is 450 m away. Millennium Park, the Art Institute of Chicago, and the Museum Campus can be reached in 10 minutes’ drive. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 8.0, rooms from around $200.

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• 8 Homewood Suites by Hilton Chicago Downtown - Magnificent Mile Chicago, United States

  

  Hotel. Stay in the heart of Chicago. Located less than 1 block from the famous Michigan Avenue, this hotel with self-catering suites is located in the heart of Chicago’s best shopping and dining district. The property features complimentary WiFi access. Each spacious suite features full kitchens with a 2-burner stove top and dishwasher at Homewood Suites by Hilton Chicago Downtown/Magnificent Mile. Select specialty suites feature views of Lake Michigan and the Chicago skyline as well as a sizable living area and 2 bathrooms. Hotel offers a 24-hour front desk and reception. Millennium Park and Navy Pier are within 3 km from this hotel. Beach access at Lake Michigan can be reached in 15 minutes’ walk. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 7.9, rooms from around $220.

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• 9 Best Western Chicago Downtown-River North Chicago, United States

  

  Hotel. Stay in the heart of Chicago. Just 5 blocks away from the famed shopping, dining and entertainment of the Magnificent Mile, this hotel is located in downtown Chicago and offers an indoor heated pool and a rooftop deck with views of the iconic city skyline. Hotel rooms offer a flat-screen TV with premium cable channels. A coffee maker is also provided. Guests can get a taste of the city at Pizzeria Ora Restaurant and Lounge, which offers authentic Chicago-style deep-dish pizza and classic Italian fare for breakfast, lunch and dinner. In-room dining services are also available for guest convenience. A fitness centre, business centre and 24-hour front desk are all available on-site. Laundry services and valet parking are also offered. Navy Pier, Millennium Park and Willis Tower are all 2.4 km away from the hotel. Wrigley Field is 9.6 km away. The hotel is a 35-minute drive away from O’Hare International Airport. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 7.6, rooms from around $233.

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• 10 Kasa River North Chicago Chicago, United States

  

  Aparthotel. Stay in the heart of Chicago. Providing a seasonal outdoor swimming pool and a fitness centre, as well as a terrace, Kasa Old Town Chicago is located in the centre of Chicago, not far from Oak Street Beach and Water Tower Chicago. Accommodation is fitted with air conditioning, a fully equipped kitchen with a dining area, a flat-screen TV and a private bathroom with bath or shower, free toiletries and a hairdryer. A fridge, an oven and dishwasher are also provided, as well as a coffee machine and a kettle. Guests can access the free WiFi or use the business centre. Popular points of interest near the aparthotel include Chicago Museum of Contemporary Art, 360 Chicago and Shops at Northbridge. The nearest airport is Midway International Airport, 19 km from Kasa Old Town Chicago. Show full description Guest review score 8.9

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I try my best to keep this guide up to date and I last refreshed it in April 2024. Did I miss a hotel that should be on this list? Send me an email and let me know!