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 you’re planning a trip to town, a party or just a weekend in Chicago, here’s a round up of the best outdoor hotel pools. There’s 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 won’t find a more relaxing pool in the city. With all this relaxation and luxury, you might forget you’re not in Las Vegas!
Points For: Luxury
The Double Tree is located in the heart of River North off the Magnificent Mile. It’s 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 it’s 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
Points For: Families
160 East Huron Street, Chicago, IL 787-2900www.ichotelsgroup.com
Points For: Rooftop
Radisson Blu Aqua Hotel Chicago
Address: 221 North Columbus DriveAccommodates: 4
All the great cities in the world have one thing in common: they have suburban neighborhoods filled with idiosyncratic character and atmosphere. Chicago, for example, has Wicker Park, an ultra-cool enclave with a fertile music scene that has seen the likes of Smashing Pumpkins and Liz Phair make their names early in their respective careers. Art studios and annual visual arts festivals still abound, so if you want to explore this suburb in earnest, you can base yourself at The Robey, a chic Chicago hotel with a rooftop pool. Its housed in the only skyscraper in this neighborhood, the Art Deco-styled Northwest Tower. Whether you are relaxing at the outdoor pool or indoor lounge at the rooftop, you are bound to enjoy the unblocked vistas of this massive city as well as the charms of this quaint neighborhood.
Homewood Suites Chicago Downtown
Chicagos Near West Side district is an excellent area to explore, with a jumble of neighborhoods each exuding unique flavor. Check out Little Italy and Greektown for great food and tourist-friendly charm. Or head to the West Loop, which features the citys top restaurants, a thriving gallery scene, and several hot nightclubs. Sports nuts can head to the United Center, home of the Chicago Bulls and the old stomping ground of the legendary Michael Jordan. A great hotel to stay in would be the Holiday Inn Hotel and Suites Chicago Downtown, which features clean guestrooms and an outdoor pool with fitness facilities.
Read Also: City Colleges Of Chicago Tuition
Intercontinental Chicago Magnificent Mile
At Chicagos InterContinental Hotel, you can literally dive into an Art Deco treasure. Located on the fourteenth floor, this stunning, indoor pool is commonly referred to as the Johnny Weismuller pool, a testament to the famous Olympic athlete and actor best known for his role as Tarzan, who once trained here. Dive in and imagine youre back in the 30s, when the pool was the place to make a splash in Chicago.
Kids will love the dedicated kids lane, where they can race to their hearts content. Moms and dads will enjoy relaxing poolside lots of comfy chaise lounges are perfect for coffee sipping.
Luxury Hotels And Resorts With Swimming Pools In Chicago Heights

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 Heights are: Hyatt Regency McCormick Place, Ameristar Casino Hotel East Chicago, and Hilton Chicago.Popular luxury hotel chains like Best Western Hotels & Resorts and Hampton Inn By Hilton are great options to take into consideration when researching high-end hotels with pools.All-inclusive hotels in Chicago Heights 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 Heights like Blues on Halstead, Hawthorne Works Museum, and Swedish Covenant Hospital.
Also Check: Train From Dearborn To Chicago
Our Commitment To The Excellence And Quality Of Our Guests’ Experiences Is Second To None
“It was so relaxing and awesome love it A+++++++”
-the Woosleys
“We love Sybaris! It’s 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. It’s 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. We’ve 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 wasn’t 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
Top 11 Hotels With A Rooftop Pool In Chicago
Remember the song âAll that Jazz!â from the famous movie âChicago?â 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.
Cited as the third biggest city in the United States, Chicago, the land of skyscrapers beckons you to experience a plethora of cultural festivals, scenic locations, and modern landscaping. So, plan your trip now and enjoy the panoramic views of the city from any of the following hotels with a rooftop pool in Chicago, USA. If youre here for a honeymoon, check out our list of best romantic hotels in Chicago.
Recommended Reading: Flights From Chicago To Nairobi
Luxury Hotels And Resorts With Swimming Pools In North 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 North Chicago are: Hilton Orrington / Evanston, Renaissance Chicago O’Hare Suites Hotel, and Hyatt Regency Schaumburg Chicago.Popular luxury hotel chains like Residence Inn By Marriott and Hilton Garden Inn By Hilton are great options to take into consideration when researching high-end hotels with pools.All-inclusive hotels in North 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 North Chicago like Museum of Holography, Six Corners, and Ernest Hemingway Museum and House.
Best Western River North Hotel
The Best Western River North Hotel is a great choice for travelers on the lookout for a rooftop hotel with a pool in Chicago. Allow yourself a visual treat of the spectacular Chicago skyline at the rooftop deck. There is also a heated indoor pool for relaxation. To top it, you get to experience the authentic local pizza typical of Chicago style at the on-site Pizzeria Ora Restuarant and Lounge. Even the rooms are airy and clean with amenities such as flat-screen TV and a coffee machine. Other facilities include a fitness center, a business center, and a 24-hour front desk for round-the-clock customer services.
The hotels location is also a big plus factor. It is just a stones throw away from the Magnificent Mile known for shopping, dining, and entertainment. The hotel also puts you close to some of the major attractions, such as Navy Pier, Millennium Park, and Willis Tower.
You May Like: Fun Things To Do In Chicago At Night
Homewood Suites By Hilton Chicago Downtown/magnificent Mile
The Hotel: Homewood Suites by Hilton Chicago Downtown/Magnificent Mile is one of 3 Homewood Suites in the city, but the only one with a rooftop pool so make sure not to confuse them!
Located RIGHT on the Magnificent Mile of Michigan St, you cant go wrong with this location. The hotel itself is basic but comes equipped with all the amenities you will need.
The Rooms: This one of the only hotels on this list with suites and 1BR apartments with a full kitchen, making it one of the best options for those who want a Chicago hotel with rooftop pool but also want to cook at the room.
The Rooftop Pool: The Rooftop Pool at Homewood Suites is on the fully-enclosed rooftop with glass windows to block the wind. Its small yet large enough to get some sun while in the water, and is surrounded by plenty of deck chairs to lay out and get a tan.
Hotel Location: Magnificent Mile Near the Contemporary Art Museum
How to Access the Rooftop Pool: You Must Be a Hotel Guest
BOOK ON YOUR PREFERRED BOOKING PLATFORM
Top 9 Downtown Chicago Hotels With Indoor Pools
Our research is editorially independent but we may earn a commission for purchases made through our links.
As anyone who has ever lived in or visited Chicago knows, the weather here can be fickle. Winters are often brutally cold and snowy, while the spring and fall seasons can be downright chilly too. For this reason, its always a good idea to book a hotel with an indoor pool while youre staying in the city to keep the kids entertained, get some exercise, or just relax in the soothing water. Here are some of the best Chicago hotels in the downtown area with indoor pools.
YOU’RE ALL SET!
The Peninsula Chicago is one of the best spa hotels in Chicago with a pool that measures 82 feet long and is 3.5 to 4.5 feet deep. Its great for swimming morning laps or joining an aqua class. Theres a sun deck next to the pool to enjoy the sunshine on warm days. You can order food to be delivered to the pool and soak in the Jacuzzi at the end of the day. This indoor pool is open from 5:30am to 10pm on weekdays, 6:30am to 10pm on Saturdays, and 6:30am to 8pm on Sundays. This five-star hotel wins awards every year, boasting a spa on the 19th and 20th floors and a fitness center that has the same hours as the pool. For on-site dining, Peninsula guests enjoy Z Bar for cocktails, Shanghai Terrace for Cantonese and Shanghainese cuisine, and Pierrot Gourmet for European fare and wine.
Read Also: Flights From Chicago To Anchorage
Chicago Rooftop Pool Hotels Map
Also read:
Whats the best luxury Chicago hotel with rooftop pool and bar?
Viceroy Chicago is definitely the best hotel with a rooftop pool and bar.While the rooftop pool is seasonal, you can still enjoy stunning views of the city from the 18th floor at Devereaux bar.This bar is well-known for its specialty cocktails.We recommend trying Golden Ratio, Voodoo Boogie, or En Maison.For food-lovers, we recommend The Hoxton, Chicagos Cabra rooftop restaurant offering Peruvian-inspired meals and shared plates.
Whats the best luxury Chicago hotel with rooftop pool and whirlpool hot tub?
The Hotel at Midtown has 2 pools both with heated whirlpool hot tubs for guests to relax. The outdoor rooftop pool is opened Monday to Saturday 5am-10pm.While the indoor pool is opened daily from 5am-10pm.
Whats the best luxury Chicago hotel with rooftop pool and free breakfast?
Homewood Suites Chicago Downtown Magnificent Mile offers daily complimentary breakfasts for adults and kids.The breakfast includes a wide selection of hot and cold food, drinks, and sweet treats.You will find plenty of choices for kids, too.
Whats the best luxury Chicago hotel with rooftop pool for couples?Whats the best luxury Chicago hotel with rooftop pool for families with kids?
Before You Leave The United States

Make sure to plan ahead:
- You tested positive for COVID-19.
- Do not travel until a full 10 days after your symptoms started or the date your positive test was taken if you had no symptoms.
If you had close contact with a person with COVID-19 but are NOT recommended to quarantine…
Don’t Miss: Used Cars Chicago Under 5000
Doubletree By Hilton Downtown Magnificent Mile
The Hotel: Located off the Magnificent Mile just 2 blocks from Navy Pier, the DoubleTree by Hilton Downtown Chicago is a well-equipped mid-range hotel in a great location. It has a restaurant on-site as well as one of the most spacious rooftops on this list!
The Rooms: You can stay in a variety of rooms from a basic to a fitness room to a deluxe suite. The rooms have great amenities and often great views also all with flat-screen TVs. For the price this Chicago hotel with a rooftop pool might have the BEST value.
The Rooftop Pool: The DoubleTree Rooftop Pool has views in every direction and an interesting round-ish shape. Its one of the most spacious rooftop pool hotels in Chicago, with plenty of deck chairs, seating, and shade. Youll feel like youre surrounded by Chicago with buildings shooting up in all directions around you!
Hotel Location: Between the Magnificent Mile and Navy Pier
How to Access the Rooftop Pool: You Must Be a Hotel Guest
BOOK ON YOUR PREFERRED BOOKING PLATFORM
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.
Also Check: Cost To Build A House Chicago
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.