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Hotels with rooftop pools in Chicago

A curated list of hotels and resorts that have a rooftop swimming pool

Tomas Mazowski A list by Tomas Mazowski. This guide was last updated in June 2024.

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

    Rooftop swimming pool: Viceroy Chicago

    ***** 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. Show full description Guest review score 9.0, rooms from around $319.

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

    Rooftop swimming pool: Hilton Grand Vacations Club Chicago Magnificent Mile

    *** 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. 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

    Rooftop swimming pool: DoubleTree by Hilton Chicago Magnificent Mile

    **** 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. Show full description Guest review score 8.1, rooms from around $207.

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  • 4 Holiday Inn Hotel & Suites Chicago - Downtown, an IHG Hotel Chicago, United States

    Rooftop swimming pool: Holiday Inn Hotel & Suites Chicago - Downtown, an IHG Hotel

    *** Hotel. Only a few blocks from the Sears Tower, this Chicago city centre hotel features an on-site restaurant along with comfortable rooms and thoughtful on-site facilities. Guests at the Holiday Inn Chicago Downtown can enjoy on-site dining at Sunny's Restaurant and Lounge for breakfast, lunch, dinner, or as a room service option. Sunny's Restaurant offers American cuisine which features seasonal weekly specials. The hotel also features a seasonal outdoor swimming pool along with modern fitness facilities. Popular area attractions, including Greek Town and the University of Illinois Chicago Campus are located close to the Chicago Downtown Holiday Inn. Shedd Aquarium, the Magnificent Mile and Navy Pier are also easily accessible with nearby public transport systems. Guest review score 7.6, rooms from around $243.

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

    Rooftop swimming pool: The Robey, Chicago, a Member of Design Hotels

    **** 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. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 8.7, rooms from around $255.

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  • 6 Hyatt House Chicago West Loop Chicago, United States

    Rooftop swimming pool: Hyatt House Chicago West Loop

    *** 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. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 8.5, rooms from around $349.

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

    Rooftop swimming pool: The Royal Sonesta Chicago River North

    **** 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. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 8.4, rooms from around $233.

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

    Rooftop swimming pool: Homewood Suites by Hilton Chicago Downtown - Magnificent Mile

    *** 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. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 8.0, rooms from around $186.

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

    Rooftop swimming pool: Hampton Inn Chicago Downtown/Magnificent Mile

    *** 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. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 7.9, rooms from around $159.

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

    Rooftop swimming pool: Best Western Chicago Downtown-River North

    *** 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. Guests at this property have access to a rooftop swimming pool. Show full description Guest review score 7.5, rooms from around $141.

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  • 11 Kasa River North Chicago Chicago, United States

    Rooftop swimming pool: Kasa River North Chicago

    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. Show full description

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Tomas Mazowski

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

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