Chicago, the Windy City is the biggest city in Illinois. It is known for former President Barack Obama and the Chicago Bulls of the GOAT Michael Jordan. It is one of the most important cities in the whole United States, with tons of history, great economic power, and of course, a lot of top attractions. Although Chicago is at the edge of the Great Lakes and has a river run through the city, how perfect would it be for you to book a room in a hotel that has its own swimming pool? Our team of experts here in Trip101 made a thorough search and offers you diverse options of Chicago hotels with pools for a memorable and luxurious stay. Do I hear the splash already?
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.
1. DoubleTree by Hilton Hotel Chicago - Magnificent Mile (from USD 209)
DoubleTree by Hilton Hotel Chicago - Magnificent Mile is situated in the heart of downtown Chicago. It features a gleaming outdoor pool where you can have fun swimming in the heat of the sun. In addition to that, it has an on-site restaurant called HotHouse where you can indulge in some delectable fare. For your comfort and convenience, amenities such as free toiletries, WiFi, a flat-screen TV, a coffeemaker, and an iPod docking station are provided.
It is just a five-minute walk away from the famous Magnificent Mile, less than 1.6 kilometers (0.9 miles) from Millennium Park, and just 10 minutes away from Willis Tower by car.
DoubleTree by Hilton Chicago Magnificent Mile
Address: 300 East Ohio Street
1.15 km (0.8 mi) from Millennium Park
2. Aloft Chicago Mag Mile (from USD 131)
Aloft Chicago Mag Mile is a modern and stylish hotel located in the heart of downtown Chicago. This pet-friendly hotel has superb rooms, with some of its suites ideal for up to six guests. Close to Magnificent Mile, guests can easily explore downtown and visit the nearby attractions. Boasting a fitness center, a recreational area with a pool table, and their gorgeous pool and poolside amenities, guests will be able to unwind after a long day. Each room is also fitted with coffee and tea facilities, a flat-screen TV, and free WiFi.They also offer parking services for a fee if you’re traveling with a vehicle.
Aloft Chicago Mag Mile
Address: 243 East Ontario Street
1.19 km (0.8 mi) from Millennium Park
3. Hilton Garden Inn Chicago Downtown/Magnificent Mile (from USD 108)
The Hilton Garden Inn is located in the very center of the city action. After a day of business meetings or a long city walk, nothing looks more tempting than this hotel’s luxurious rooftop pool with a spectacular view, sure to make you feel refreshed and relaxed. The hotel also offers a gym and whirlpool facilities.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Address: 10 East Grand Avenue
1.11 km (0.7 mi) from Millennium Park
4. The Palmer House Hilton (from USD 211)
A member of the Historic Hotels of America, The Palmer House Hilton is the perfect place for the romantic ones. Built in 1871, beautifully decorated, fully renovated, preserving its long historic character, it transports us to another era, yet manages to meet a wide range of needs for the modern. Only to mention a few of the attractions of this hotel, it offers a pool, a spa and fitness services. The rooms and suites make justice to the hotel’s motto. One of the experiences not to miss is the restaurant and the cocktails served. Also, luxurious venues will accommodate weddings and other social events. It is close to transportation and monuments as well as the market, to enhance your experience while staying in Chicago.
The Palmer House Hilton
Address: 17 East Monroe Street
424 meters (0.3 ft) from Millennium Park
5. Hyatt Regency McCormick Place (from USD 299)
Hyatt Regency Hotel is in an ideal location in downtown Chicago, next to the McCormick Place convention center. The hotel offers first-class amenities and high-end business facilities, such as a 24/7 available fitness center. All the rooms have high-tech devices, such as iPod and Home, and flat screens. The highlight of this downtown Chicago hotel with a pool, apart from its inviting poolside, is its superb concierge services, making it an ideal location for couples! You may not even want to leave the room!
Hyatt Regency McCormick Place
Address: 2233 South Martin Luther King Boulevard
3.41 km (2.2 mi) from Millennium Park
6. Best Western River North (from USD 139)
Set in the River North neighborhood the Best Western River North is located near all the attractions downtown Chicago has to offer. The indoor heated pool, as well as the fully equipped fitness facilities with a stunning city view, are more than enough to chose this place for business or leisure purposes. Modern, welcoming and ergonomic, the rooms and suites of the Best Western River North offer all the necessary amenities to make your stay an enjoyable one.
Best Western Chicago Downtown-River North
Address: 125 West Ohio Street
1.35 km (0.9 mi) from Millennium Park
7. Embassy Suites Chicago Downtown - Lakefront (from USD 157)
Embassy Suites Chicago Downtown at the Lakefront offer a unique combination of location and first-class services. The hotel is right in the center of an area full of restaurants and shops and at the same time has rooms with a killing view of the city’s skyline. Alongside the fitness center and the business center and meeting space, the Embassy Suites the Chicago River Ballroom where they host special events. Last but not least, there is a heated indoor pool in the facility for either an additional exercise or some relaxing moments. So take your loved one and go where the action is!
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Address: 511 North Columbus Drive
998 meters (0.7 ft) from Millennium Park
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8. Trump International Hotel & Tower Chicago (from USD 356)
The Trump International Hotel And Tower in Chicago is truly a unique building. Going up at 92 stories, it’s a landmark building in the area, a giant hovering above the Chicago River and North Michigan Avenue. The rooms are really spacious and their main aim is to have you relaxed, this is why they include big bathtubs. At the same time, the hotel offers luxury spa services and fine dining at the on-site restaurant. The heated indoor swimming pool has a relaxing lounge all around so that you can really dive into relaxation. A magnificent choice for a couple’s retreat, in a body and mind wellness experience!
Trump International Hotel & Tower Chicago
Address: 401 N Wabash Ave
769 meters (0.5 ft) from Millennium Park
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9. Omni Chicago Hotel & Suites Magnificent Mile (from USD 229)
Omni Chicago Hotel & Suites Magnificent Mile offers an option at a great location, within a walking distance from the Millenium Park, the Water Tower Place and the Museum of Contemporary Art. The hotel rooms are high-end suites with modern amenities and a fully equipped mini-bar. On the hotel’s rooftop, you can relax and enjoy your cocktail under the sun, on the beautifully designed sundeck, right after having an exercise on the fitness center or taking a swim in the indoor swimming pool. A great value-for-money option in the high-end level of hotels!
Omni Chicago Hotel
Address: 676 North Michigan Avenue
1.37 km (0.9 mi) from Millennium Park
10. Hyatt Chicago Magnificent Mile (from USD 299)
Slightly expensive with additional charges for parking and pet fees.
Clean, spacious rooms with a small pool and hot tub, Starbucks on-site.
Perfect location for sightseeing and shopping, but near a hospital with frequent ambulance sirens.
Great breakfast, excellent restaurant, but overpriced and no complimentary options.
Right next door to the infamous Michigan Avenue’s Magnificent Mile, the Hyatt Chicago Magnificent Mile is on a great location when you visit Windy city for shopping, dining or entertainment. The in-house restaurant opens early for breakfast and stays up late for dinner and some tasty cocktails. Occasionally, the restaurant has live music nights! The hotel even offers an on-site Starbucks coffee service at your convenience. And after a day full of shopping and sightseeing and before a night of fun, you can either visit the gym or relax in the indoor pool or at a hot tub.
Hyatt Centric Chicago Magnificent Mile
Address: 633 North Saint Clair Street
1.29 km (0.8 mi) from Millennium Park
11. AC Hotel Chicago Downtown (from USD 191)
AC Hotel Chicago Downtown discriminates itself from the other high-end hotels due to its European-inspired decoration. If you’re looking for Chicago hotels in Magnificent Mile with pools, this one is perfect. It even offers a fine-dining option with the AC Kitchen and the AC Lounge, where you can also enjoy a cocktail combined with Latin-inspired dishes. The hotel’s management is really proud of the state-of-the-art fitness and wellness center where you can find their heated indoor pool. That combined with their free WiFi in the whole area, will make it a little difficult to want to leave the hotel, won’t it?
AC Hotel Chicago Downtown
Address: 630 North Rush Street, River North, Chicago (IL), United States, 60611
1.27 km (0.8 mi) from Millennium Park
12. Courtyard by Marriott Chicago Magnificent Mile (from USD 134)
Last but not least in the Magnificent Mile area, you will find the Courtyard by Marriott Hotel. Being in the center of this vibrant area, the Courtyard by Marriott tries to counterbalance the intensity with a series of relaxing amenities, such as a Starbucks Cafe, a fully equipped gym, an indoor pool and a magnificent and warm lobby by the fireplace. So, offering the best of both worlds makes the Courtyard by Marriott Chicago Hotel a unique proposal when visiting Chicago!
Courtyard by Marriott Chicago Magnificent Mile
Address: 165 East Ontario Street
1.21 km (0.8 mi) from Millennium Park
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13. Homewood Suites By Hilton Chicago Downtown South Loop (from USD 299)
Reasonable for the location and amenities offered.
Small but nice swimming pool with jacuzzi, gym, and full kitchen in the room.
Perfect for visiting museums, planetarium, aquarium, and parks, with easy access to public transport.
Complimentary breakfast with a wide variety, but limited options for some, and some opportunities for improvement.
The stylish Homewood Suites By Hilton Chicago Downtown South Loop is modern and elegant. This hotel has superb facilities and services, including a spacious indoor pool. Some of its comfortable and spotless rooms have views of the downtown Chicago cityscape. From the cozy living areas equipped with convenient amenities to the terrific in-house bar and restaurant, the hotel is will surely give guests a relaxing and comfortable stay. The hotel also features an on-site gym as well as a 24-hour front desk. The hotel can also arrange parking for an additional fee.
Homewood Suites By Hilton Chicago Downtown South Loop
Address: 59 E. 11th Street, Chicago, IL
1.52 km (1.0 mi) from Millennium Park
14. Radisson Blu Aqua Hotel Chicago (from USD 292)
Reasonable pricing for a hotel in a prime downtown location.
Modern facilities including a spacious gym, outdoor pool, and spacious rooms with balconies.
Conveniently located near popular attractions such as Grant Park and Michigan Avenue, making it ideal for sightseeing.
Delicious dining options with a variety of choices, though some guests experienced slow service.
Radisson Blu Aqua Hotel Chicago is a luxurious hotel located in Chicago Loop that is close to the Aon Center, Millenium Park, Magnificent Mile, and other establishments. Known for its hospitable services and great amenities, this property offers guests access to two heated pools. Its outdoor pool has a sundeck and a pool bar. They also have spa services, a gym, and a 24-hour front desk.
Radisson Blu Aqua Hotel, Chicago
Address: 221 North Columbus Drive
480 meters (0.3 ft) from Millennium Park
15. The Langham Chicago (from USD 475)
The Langham Chicago is a classy hotel with amazing amenities and features. Its chic and modern rooms have plush beds and comfy furniture. The hotel also allows pets and boasts spacious suites with views of the Chicago skyline. Guests can enjoy an indoor swimming pool with stunning views, dine in two on-site restaurants, and have access to a 24-hour front desk. Each of its elegant rooms is air-conditioned and equipped with a flat-screen TV, a desk, tea and coffee making facilities, and a minibar.
The Langham Chicago
Address: 330 North Wabash Avenue
774 meters (0.5 ft) from Millennium Park
16. Loews Chicago Hotel (from USD 299)
Loews Chicago is one of the best hotels for couples and families with children in Chicago. This modern luxury hotel is centrally located downtown. It also has an amazing wellness center with spa services, a fitness room, and an impressive indoor pool. Loews Chicago offers guestrooms that feature cityscape and lake views and has amenities like a flat-screen TV, a minibar, and a coffee maker. They also offer parking on the premises and are pet-friendly too.
Loews Chicago Hotel
Address: 455 North Park Drive
882 meters (0.6 ft) from Millennium Park
Chicago to its full extent!
When visiting the city either for business or pleasure, you will most likely have a jam-packed 24 hours in Chicago filled with fun activities. So the best would be to arrange your stay at any of these Chicago hotels with swimming pools so you can relax and revive for days to come while having a nice cocktail with a view of the city. So keep our guide and enjoy a high-end, relaxing experience in downtown Chicago!
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10 Best Hotels With Rooftop Pools in Chicago, ILChia Han Keong -
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