Luxury Hotels And Resorts With Swimming Pools In Chicago
When you reserve a luxury hotel or resort, you are signing yourself up to receive the best of amenities.Reserving a luxury hotel with a pool provides even more luxury.These outdoor pools are frequently some of the best in the area with features such as infinity views, private cabanas, and even swim-up bars.Some of our favorite luxury pool hotels in Chicago are: Eurostars Magnificent Mile, previously Dana Hotel, La Banque Hotel, and St. Jane Chicago.Popular luxury hotel chains like Motel 6 and Wyndham Hotels are great options to take into consideration when researching high-end hotels with pools.All-inclusive hotels in Chicago are also a great option.Not only do all-inclusive hotels usually offer outdoor pools they also include onsite restaurants, bars, and activities.If you choose to leave your hotel on vacation, we suggest taking part in the best things to do in Chicago like Oak Brook Golf Course, Raging Buffalo Snowboard Ski Park, and Hanson Park.
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Downtown Chicago Hotels With Outdoor Pools
Many of the best Chicago hotels with pools are found in the downtown Loop area. Examples include several hotels along the famous Miracle Mile. Standouts in particular include the Peninsula and the Four Seasons. The Peninsula pool is a heated indoor pool that is complemented by an outdoor sun deck that overlooks the city. At the Four Seasons, the indoor pool area is an elegant oasis that is crowned by a skylight. A number of other hotels in the Miracle Mile area also offer swimming pools for those who wish to expand their options. At the InterContinental Chicago, for example, a wonderfully ornate indoor pool area is available for guests to take advantage of, and the Hyatt Chicago Magnificent Mile counts a stylish indoor pool among its various facilities. Off the Miracle Mile, but also in the downtown area, is the Radisson Blu Aqua Hotel, which boasts a seasonal outdoor pool to go with its indoor pool.
The Penthouse At Grand Plaza
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, theres a fireplace to keep you warm in this, one of the best Chicago hotels with a rooftop pool. Thats 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 citys 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.
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Hampton Inn Chicago Downtown/magnificent Mile
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 youre tired of the touring, head to Elephant & Castle Pub, the hotels 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.
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.
Charms Amid Massive Urban Sprawl

If anything, Chicago is slightly underrated as a great American city, with most of the limelight taken by New York or Los Angeles or even Boston. But this Midwestern juggernaut offers so many charms that you can easily spend weeks amid its massive sprawl. So book yourself a room in a Chicago hotel with a rooftop pool, and preferably one with a great view of the awesome, skyscraper-filled skyline. Whatever type of accommodations you prefer, from boutique hotels in Chicago to luxury five-star hotels, theres definitely something for every type of traveler making their way to this part of Illinois.
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Doubletree By Hilton Chicago Magnificent Mile
Traveling families will not be short of kid-friendly attractions in Chicago. There are a lot of things to do in downtown Chicago, and youll never get bored. Head to the lakefront to check out the Shedd Aquarium, the Adler Planetarium, and the Field Museum which houses the worlds largest Tyrannosaurus Rex skeleton. Or head to the top of Willis Tower, the second tallest building in the United States, for some vertigo-inducing views of the city. Or simply treat your kids to an excellent deep-dish pizza or hot dogs, all done in Chicagos inimitable style. Families can also find great accommodation at the Homewood Suites Chicago Downtown/Magnificent Mile. It is another Chicago hotel with a rooftop pool that offers spacious suites with full kitchens for the perfect family stay. With its seasonal rooftop pool area affording great city views and on-site restaurants with an outdoor patio, this is a fantastic base to see most of the city attractions.
Homewood Suites Chicago Downtown Magnificent Mile
Homewood Suites Chicago Downtown is close to the Museum of Contemporary Art and steps away from Magnificent Mile.
The property is well-known for its exceptional breakfast, free Wi-Fi, and airy design.
The Lake View Suite offers a separate living room, full kitchen, and sofa bed.
It can accommodate up to four people, too.
Furthermore, here guests will find an intimate fitness center and relaxing rooftop pool.
Everyone will be able to enjoy the spectacular Chicagos skyline while lounging by the pool.
The property also offers pet-friendly suites.
- Guest Rating: 8.3
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+ Chicago Hotels With Outdoor Pools
Adjacent to the rooftop indoor pool youll find an outdoor sun terrace offering sweeping views of the Chicago skyline. Read and compare over 25159 reviews book your dream hotel.
Doubletree Hotel Chicago Magnificent Mile National Resorts Chicago Illinois Chicago Hotels Chicago Magnificent Mile Downtown Chicago Hotels
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Chicago Hotels With Pools To Fight Off The Sweat In Style
Winter may be hibernation season in Chicago, but fun-loving city-goers come out in full-force as soon as the weather turns. We may be known as the Second City to the rest of the world, but to locals, itâs the best city on the planet for those much-anticipated summer months.
In general, Midwest summers are hard to beat â there are festivals, street fairs, and special events virtually every weekend. And while the lake effect doesnât offer much relief from the stifling heat and sweltering humidity, there are a few other reprieves. Beyond hiding out in the air conditioning, why not play tourist in your own town? Plan a staycation to one of the local resorts or hotels. When youâre ready to cool off, a hotel pool or rooftop is never far away.
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Hilton Chicago/magnificent Mile Suites
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.
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Holiday Inn Hotel & Suites Chicago
Best Western River North Hotel is located in the prime area of downtown Chicago and is just five blocks away from the Magnificent Mile, where you can dine and shop to your hearts content. The hotels front desk, gym, and business center are all open 24 hours. Pizzeria Ora Restaurant and Lounge is perfect for those who want a taste of Chicagos famous deep-dish pizza, with in-room dining service available upon request. It has a rooftop pool and deck that offers a great view of the Chicago skyline. The hotel is just a 35-minute drive from the airport, and you also have local attractions such as Navy Pier and Millenium Park just 2.4 km away, while Wrigley Field is 9.6 km away.
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Guide To Chicago Swimming Pool Hotels
On Trip.com, itâs easy to search for hotels in Chicago. Planning a trip to Chicago? You can stay 3-5 days at hotels in Chicago without running out of things to do. Chicago is a city with tons of tourist attractions. Youâll never want to leave!
Every day, travelers worldwide arrive at Chicago Gary International Apt to start their vacations and business trips in Chicago. If you donât want to take a flight, coming to Chicago by train is a good choice as well.
There are 256 hotels in Chicago on Trip.com, including luxury, boutique, and budget hotels. The local average price is 244 USD per night. There are a variety of hotels to meet the needs of different types of travelers. There are 9 five-star hotels in Chicago at an average price of 458 USD per night. There are 79 four-star hotels in Chicago at an average price of 310 USD per night. There are 67 three-star hotels in Chicago at an average price of 209 USD per night. There are 13 two-star hotels in Chicago at an average price of 131 USD per night. There are many well-known chain hotels in Chicago. In Chicago, there are hotels under the Days Inn brand. Travelers who favor this brand can choose to stay there to enjoy the luxury services provided by Days Inn. Days Inn is the most popular brand among tourists. Hyatt Regency Chicago in Chicago is a favorite among Trip.com users. If youâre still unsure, Trip.com recommends W Chicago â City Center.
Average seasonal Temperature
Best Outdoor Hotel Pools In Chicago

We all know Chicago weather is unpredictable to say the least. For this reason, outdoor pools are few and far between in the city. If youre planning a trip to town, a party or just a weekend in Chicago, heres a round up of the best outdoor hotel pools. Theres also a handy key noting which hotel is best for location, luxury, families and the view to help you determine the best hotel for you.
The Radisson Blu Aqua Hotel is the definition of outdoor luxury. The amazing outdoor space features a 25-meter lap pool, wading pool, hot tub, sauna, sundecks, fire pits and cabanas. You wont find a more relaxing pool in the city. With all this relaxation and luxury, you might forget youre not in Las Vegas!
Points For: Luxury
The Double Tree is located in the heart of River North off the Magnificent Mile. Its proximity to shopping and entertainment make it a great spot for vacationing tourists, out of town guests or Chicagoans looking for a little R& R. Aside from its stellar location, the outdoor pool is definitely the show stopper here. The outdoor pool features amazing city views and plenty of deck space for sunning.
Points For: Location
160 East Huron Street, Chicago, IL 787-2900www.ichotelsgroup.com
Points For: Rooftop
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Ac Hotel Chicago Downtown
One Of The Largest Cheap Hotels in Chicago, IL with Pool
The 4-star Ac Hotel Chicago Downtown is situated around a 5-minute walk from the Oak Magnificent Mile Street. Boasting location next to 360 Chicago Observation Deck, the venue offers 226 rooms together with a lounge bar onsite.
The accommodation is located near Chicago Water Tower, about 350 metres from Grand tube station. It is only 1.6 km from North Garden. Ac Hotel Chicago Downtown is a short ride from the half-mile-long Navy Pier.
This Chicago Luxury Hotels with Indoor Pool Offers All You Need For The Ultimate Vacation
Offering a hot tub and sauna facilities, Waldorf Astoria Chicago Hotel is situated in Magnificent Mile district, 3.6 km from Shedd Aquarium. Boasting location close to the skyscraper 360 Chicago Observation Deck, the venue includes 215 rooms and an indoor pool.
This accommodation is in a 15-minute walk from Gold Coast. The property is located next to the downtown Oak Street. Waldorf Astoria Chicago Hotel is a short ride from The Art Institute of Chicago.
- Luggage storage
8500 West Bryn Mawr Avenue
One Of The Most Popular Kid Friendly Hotels in Chicago, IL with Indoor Pool
Featuring a sauna, an indoor swimming pool and a Jacuzzi throughout the property, Renaissance Chicago O’Hare Suites Hotel is located a 25-minute stroll of Rivers Casino. In a 5-minute walk guests can reach Cumberland tube station.
- Luggage storage
One Of The Most Popular Chicago Luxury Hotels with Indoor Pool
- Free Wi-Fi in rooms
Of All The Hotels In Chicago Which Hotels With Swimming Pool Have The Highest User Ratings
When traveling to Chicago for the first time, many travelers find it difficult to choose a hotel with Swimming pool to stay in. According to Trip.com data, SpringHill Suites Chicago Downtown/River North, Hyatt House Chicago West Loop and Home2 Suites by Hilton Chicago McCormick Placeare popular highly rated hotels with Swimming pool, making them good choices for your trip.
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Intercontinental Chicago Magnificent Mile An Ihg Hotel
Avid foodies will want to stay at Courtyard by Marriott Chicago Downtown/River North, situated in the tony neighborhood of River North. Famed for whats known as Restaurant Row, this area is home to some of the citys best casual eateries and fine-dining establishments. If you need to work off those calories after dining, head to the indoor swimming pool, or visit the nicely equipped gym facility. The spacious guest rooms are stately and the decor is awash in rich warm color schemes and handsome furnishings. This property is near many tourist spots that are within walking distance.
Omni Chicago Hotel & Suites Magnificent Mile
676 North Michigan Avenue
This Is Also A Popular Hotels in Chicago with an Indoor Pool
Situated 25 minutes by foot from Millennium Public Park in Chicago, Omni Chicago Hotel & Suites Magnificent Mile features allergy free rooms, a sun terrace and a restaurant throughout the venue. The accommodation is ideally placed near the skyscraper 360 Chicago Observation Deck, offering 347 rooms along with an American-style restaurant.
This perfect property is placed about 25 km from Midway International airport and a few minutes walk from Michigan Avenue. It is only in 10 minutes drive from the premier natural-history Field Museum. You can get to the non denominational Moody Church in a few minutes by car.
- Free Wi-Fi in rooms
This Is Also A Popular Hotels in Chicago,IL Area with Indoor Pool
The Peninsula Chicago Hotel is comfortable 5-star accommodation in Chicago in proximity to the Oak Magnificent Mile Street. Guests can enjoy high speed Internet access in public areas, as well as allergy-free rooms, a sunbathing terrace and an indoor swimming pool on site.
Chicago Riverwalk is 2.6 km from the venue, while Chicago Water Tower is just around the corner. The Art Institute of Chicago is 2.2 km from the property, while Michigan & Superior bus station is 50 metres away. The Peninsula Chicago Hotel is a short ride from the half mile long Navy Pier.
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-the Woosleys
We love Sybaris! Its so great to get away from the world for a night. The suite is always clean and the chocolate covered strawberries are to die for!
-Mr. Polomski
Our stay was amazing!! I walked into the room and on the bed there were rose petals spelled out saying will you marry me best night of my life!! I will never forget that night!! Thanks for making it beautiful.
-Ms. Sellers
Great Experience. We were going to Champagne Lodge in the past for our getaways. But once we found Sybaris and had a wonderful experience, it is now our go to spot.
-Mr. Rodriguez
My wife and I had an amazing time. Its definitely the perfect place for a quick getaway and well needed recharge.
-Mr. Fadeyeva
I loved my stay. My husband surprised me with this little getaway and it was exactly what we needed. Weve never felt so comfortable and relaxed in a long, long time and Sybaris did the perfect job of making that happen.
-Mrs. Alkalidy
My husband and I were pleasantly surprised at how nice the suite was. I was worried that it wasnt going to live up to the hype but it definitely did! We will be returning, no doubt about that!
-Mrs. Morris
My wife and I were extremely impressed with the quality and the cleanliness of the suite. All of the features of the room made for an exciting, relaxing evening that was much needed.
-Mr. Illes