15 Best Hotels in Chicago with Pools

At this fantastic hotel along the lively Magnificent Mile, you'll find a refreshing indoor swimming pool perfect for a splash or a relaxing dip. With floor-to-ceiling windows, you can soak up the view of the bustling city as you unwind. The hotel also features a spacious gym offering energizing fitness classes like yoga, plus an outdoor sun terrace where you can enjoy the beautiful skyline.

Step into your luxurious guest room, where modern comfort awaits you. Each room is equipped with a big flat-screen TV, free WiFi, and a dreamy soaking tub for that extra touch of relaxation. When you're ready to treat yourself, indulge in top-notch dining options, including an award-winning restaurant that serves mouthwatering contemporary American dishes. Don't miss the delightful afternoon tea with champagne and chocolate—it's a true treat!

Just a hop away from iconic spots like the historic Water Tower Place and Navy Pier, you’ll have endless opportunities for adventure. Whether you’re here for a romantic getaway or a fun-filled family vacation, this hotel with its lovely pool is the perfect base for your Chicago experience.

Welcome to Park Hyatt Chicago, a cozy haven right near the iconic Water Tower Park and bustling Michigan Avenue. This stylish hotel offers beautiful views of Lake Michigan and a calm atmosphere, making it the perfect spot for travelers looking to relax and enjoy the charm of downtown Chicago. With its warm design and welcoming vibe, you’ll feel right at home in this luxurious escape.

With 182 inviting rooms, you'll find all the comforts you need, including plush bedding, spacious workspaces, and stunning views. Take a dip in the refreshing indoor pool or break a sweat in the 24-hour fitness center. Plus, you'll love the little extras like designer toiletries in your bathroom and a 65-inch HDTV for fun movie nights! For those enjoying breakfast included rate plans, a $30 credit per person awaits, so you can savor delicious meals at the hotel restaurant each morning.

With so much to explore nearby, this hotel is the perfect launchpad for your Chicago adventure. Grab your loved ones and get ready for an unforgettable stay!

If you're on the hunt for an amazing hotel in Chicago with a swimming pool, The Langham Chicago is a fabulous choice! Nestled just two blocks from the vibrant Magnificent Mile, this luxurious hotel boasts stunning views of the city skyline or the shimmering Chicago River. The building itself, designed by the celebrated architect Mies van der Rohe, adds an elegant touch to your stay. When you step into your room, you'll notice warm colors and chic wooden accents that make you feel right at home. With cozy amenities like a deep soaking bathtub and a rainfall shower, it’s perfect for unwinding after a day of exploring.

Don’t forget to pamper yourself at the award-winning Chuan Spa, where you can indulge in relaxing treatments inspired by Traditional Chinese Medicine. Whether you're in the mood to rejuvenate with a massage or get active in the modern fitness studio, there’s something for everyone. And when hunger strikes, head over to Travelle for delicious American cuisine, or settle down for a traditional afternoon tea in the cozy Pavilion. With exceptional dining options and a stunning pool to enjoy, The Langham Chicago knows how to cater to every part of your stay!

If you're searching for a fantastic hotel in Chicago with a swimming pool, look no further than Loews Chicago Hotel! This place is all about fun and luxury, featuring a large indoor lap pool that's perfect for a refreshing dip any time of the year. You can unwind in their stylish rooftop lounge while soaking in the stunning city skyline views, or enjoy a delicious meal at their modern on-site restaurant. It’s just a short walk to great attractions like Navy Pier, setting you up for an exciting stay filled with adventure.

Each room at Loews is designed to give you a true taste of Chicago, complete with lovely views of the city and lake. You'll find everything you need, from comfy luxury bedding to modern electronics like a flat-screen TV and Keurig coffee maker. Feeling like staying active? The 24-hour fitness center is just steps away. Plus, don’t miss the extra perks that come with your stay, like daily food credits and a handy Uber credit. Loews Chicago Hotel really knows how to elevate your hotel experience!

If you're on the hunt for a top-notch hotel in Chicago with a swimming pool, Trump International Hotel & Tower should be a big contender! This spectacular hotel stands tall, offering dazzling views of the Chicago River, Lake Michigan, and the stunning skyline from every corner. Picture yourself sipping a cocktail in the luxurious spa or indulging in a delicious meal at their fantastic restaurant, Terrace 16, which boasts a gorgeous outdoor terrace for great dining with a view.

Each spacious room at Trump is like a little haven where you can kick back and relax. Enjoy some quality time in a huge soaking tub or catch your favorite movie on a big flat-screen TV—everything screams comfort and luxury! And when it’s time to unwind, take a leisurely swim in the 75-foot heated indoor pool or lounge poolside with your favorite book. With all these perks, Trump International Hotel & Tower is indeed a delightful choice that adds a little extra sparkle to your Chicago getaway!

If you're looking for a fabulous hotel in Chicago with a swimming pool, the Viceroy Chicago has got you covered! This iconic hotel is right in the heart of Gold Coast, just steps away from all the fun and excitement of the city. Dive into the seasonal rooftop pool or sip a cocktail at the rooftop bar while soaking in those breathtaking city views. It’s the perfect spot to kick back and enjoy an unforgettable Chicago experience.

Inside, each guest room at Viceroy is designed for comfort, complete with flat-screen TVs, cozy lounge seating, and free WiFi. You can enjoy a delicious meal at Somerset, the hotel’s restaurant, that serves up fresh, modern Midwest flavors for breakfast, lunch, and dinner. Plus, with in-room dining, you can enjoy your favorites in the comfort of your room after a day of exploring.

Whether you're here for a romantic getaway or a fun weekend with friends, Viceroy Chicago offers a perfect blend of relaxation and excitement that you won’t want to miss!

If you're searching for an amazing hotel in Chicago with a swimming pool, look no further than the Four Seasons Chicago! Situated steps from the bustling Magnificent Mile, this elegant hotel provides stunning views of the city skyline and Lake Michigan. After a busy day of exploring, unwind in their fabulous 50-foot indoor pool or indulge in a luxurious treatment at the on-site spa. And don’t forget to hop over to the business center or the Kids' Clubroom if you’ve got little ones in tow!

Your stay won’t just be about relaxation; the Four Seasons also offers a delightful dining experience at Adorn Bar & Restaurant on the 7th floor. Enjoy mouthwatering dishes that celebrate the best of the American Midwest, all while soaking up gorgeous city views. With comfortable and stylish rooms featuring marble bathrooms and top-notch amenities, you'll feel right at home in this little slice of Chicago wonder. Whether it's a romantic getaway or a family adventure, the Four Seasons Chicago makes every moment feel special!

Planning a trip to Chicago and dreaming of a lovely hotel with a swimming pool? Look into Homewood Suites by Hilton Chicago Downtown West Loop! This cozy all-suites hotel is in the vibrant West Loop neighborhood, perfect for relaxing after a day of city exploration. Start your morning with a tasty, complimentary hot breakfast, and stay connected with free WiFi throughout your stay. Each suite features a comfy living area, a fully-stocked kitchen, and a swanky 43-inch flat-screen TV—ideal for unwinding with a movie night.

Step outside to the Fulton Garden Terrace for some fresh air, or pour yourself a drink at the unique self-pour Fulton Tap Bar—Chicago's first of its kind—where you can select local beers and wines. And if you’re looking to keep active, the hotel has a 24-hour fitness center ready for you! With all these perks, Homewood Suites is the perfect place to enjoy your Chicago vacation while having fun in the sun at the pool!

Level Chicago - Old Town is a fantastic choice for your stay in the Windy City, especially if you're looking for a hotel with a swimming pool! Located in the bustling Downtown Chicago area, this hotel comes packed with great features like concierge services and cozy, non-smoking rooms. Guests can kick back and relax by the outdoor swimming pool, soak in the hot tub, or work up a sweat at the fitness center. There's even a sauna and a beautiful terrace to lounge on after a day of exploring.

Each room is designed for comfort, complete with a seating area and a private bathroom. When you’re ready for some fun, invite friends for a game of table tennis or darts, or check in with the friendly staff at the reception who can help you out 24/7. If you're venturing around, you'll find popular sights nearby, making it a breeze to soak up all that Chicago has to offer. Level Chicago - Old Town is truly a wonderful spot that combines relaxation, comfort, and the excitement of the city!

Get ready to soak up some fun at Nobu Hotel Chicago! This vibrant spot comes with an inviting indoor pool where you can take a refreshing dip any time of year. You’ll love the treats at the hotel’s restaurant, and whether you’re in the mood for a hearty American breakfast or a flavorful Asian dish, there’s something to satisfy every craving. Plus, with a fitness center and sauna on-site, it's easy to mix relaxation with maintaining your wellness routine.

The accommodations here are designed with comfort in mind. Enjoy spacious rooms equipped with everything you need for a great stay, along with free WiFi to keep you connected. The friendly staff is always around, ready to help with anything you might need, ensuring your visit is smooth and enjoyable. So if you're looking for a perfect blend of relaxation and excitement in the heart of Chicago, Nobu Hotel is just the place for you!

Welcome to The St. Regis Chicago, a fabulous hotel perfect for those splashing around in enjoyment! With a stunning indoor pool, you can dive in and relax any time, no matter the weather. This luxurious 5-star retreat also offers a delightful restaurant and a cozy bar to unwind after a day of adventures. Plus, there’s a fitness center for keeping your routine on track, and for a touch of pampering, you can even indulge in some time at the sauna.

Each room is all about comfort and perks. They come with air conditioning and a comfy seating area, as well as a flat-screen TV for your entertainment. You’ll love their spacious setup, complete with a desk if you need to catch up on some work. And don’t forget to start your day with an amazing American breakfast — what a great way to fuel up for your Chicago explorations!

The location is fantastic, too, with vibrant attractions like Navy Pier and the Shops at Northbridge nearby. The St. Regis Chicago is ideal for a perfect mix of soothing leisure and city excitement.

Discover a spot that will make your swim dreams come true! At the Waldorf Astoria Chicago, you’re stepping into luxury with an inviting indoor pool where you can splash around and unwind. When you're not swimming, indulge in some self-care at the on-site spa or grab a bite at The Brasserie, a stylish restaurant where tasty dishes meet lively cocktails. Every corner of this hotel is designed for comfort and elegance!

The rooms are a treat, featuring flat-screen TVs, microwaves, and refrigerators, all adorned with chic, modern designs. Some optional perks include a terrace or a cozy sofa bed for those post-adventure naps. And if you're the type who likes to stay active, there’s a sleek fitness center waiting for you. You’ll also be just a hop away from fantastic places like the Museum of Contemporary Art and the bustling shops of The Magnificent Mile, giving you the perfect combo of relaxation and excitement!

Kasa River North Chicago is a fantastic choice for anyone chasing some aquatic fun during their trip to the Windy City. This cozy 4-star hotel has a refreshing seasonal outdoor pool where you can relax and soak up the sun. It also offers air-conditioned rooms equipped with handy features like a fridge, dishwasher, and coffee maker, ensuring you have everything you need for a comfy stay. Plus, with free WiFi and access to a fitness center, you can stay connected and keep up with your wellness routine without breaking a sweat!

Step into your room and enjoy modern amenities like a flat-screen TV along with cozy bedding, making it a great spot to unwind after a busy day exploring the city. Some rooms even offer a lovely city view! When you're not kicking back by the pool, Kasa is conveniently located near awesome attractions like the Chicago Museum of Contemporary Art and the iconic Water Tower. So, whether it’s swimming or sightseeing, you’re in for a delightful stay!

For a great splash of fun during your trip to Chicago, the Hampton Inn by Hilton Chicago Downtown West Loop is a fabulous option! This welcoming hotel is close to the action on Michigan Avenue’s Magnificent Mile, making it perfect for shopping, dining, and entertainment. You can start your day right with a complimentary hot breakfast and then hit the fitness center to keep energized. Plus, you’ll enjoy free WiFi to share your adventures and stay connected!

Each room here is designed for your comfort, featuring flat-screen TVs and some even offer beautiful city views to make your stay extra special. Sneak off to the on-site bar, Fulton Tap, where you can self-pour your own tasty craft beers. Got a little work to do? No problem! The hotel has a handy 24-hour business center and a snack shop to keep you fueled all day long. Whether you’re looking to relax by the pool or explore nearby attractions like Millennium Park, this hotel is a perfect fit for your Chicago getaway!

Looking for a great place to unwind in the Windy City? Look no further than the Renaissance Chicago Downtown Hotel! This stylish spot is the perfect blend of comfort and entertainment. Right in the heart of the Theater District, it's all about enjoying Chicago's vibrant atmosphere. You can dive into their lovely indoor pool for a refreshing swim and visit the fabulous rooftop bar, where you can sip cocktails while soaking up stunning views of the city's iconic architecture.

Inside, each room is designed for relaxation and fun, featuring modern amenities and beautiful views of either the dazzling skyline or the serene Chicago River. You can watch your favorite shows on a flat-screen TV or simply enjoy the elegant décor. And if business is on your agenda, there’s a business center and meeting rooms ready for you. Plus, you'll be just a quick stroll from amazing sites like Millennium Park and Navy Pier. It's a perfect mix of leisure and sightseeing for your Chicago adventure!