Finest Hotels in Chicago with Pool

We checked thousands of reviews on and to find the best hotels for your stay
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Arnold Jordan

Updated: 24 March 2024 · 7 min

Nestled beside the shimmering waters of Lake Michigan, Chicago beckons visitors with its vibrant energy and diverse attractions. As you venture into the cityscape, the lure of luxurious accommodations awaits, with a plethora of hotels in Chicago boasting enticing amenities such as swimming pools. Imagine soaking up the breathtaking skyline views from the refreshing waters of a rooftop pool, a perfect escape from the urban hustle and bustle.

Whether you're a seasoned traveler or a first-time visitor, selecting a hotel with a pool can elevate your Chicago experience to new heights of relaxation and indulgence. From family-friendly resorts offering expansive pools for both kids and adults to chic boutique hotels with intimate courtyard retreats, there's a poolside oasis to suit every preference. After a day exploring the iconic sights of the Windy City, unwind with a leisurely swim or bask in the sun by the poolside, creating lasting memories of your Chicago getaway.

The allure of hotels in Chicago with pool extends beyond mere leisure facilities; it embodies a holistic approach to hospitality, where well-being and comfort are paramount. Dive into the vibrant social scene at poolside bars, savoring handcrafted cocktails as you mingle with fellow travelers and locals. Embrace the serenity of a morning aquatic workout or indulge in a relaxing evening dip under the starlit skies—a poolside stay in Chicago promises a harmonious blend of luxury, relaxation, and unforgettable moments.
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Our Top 10

(Sorted by rating & number of reviews)

1. The Drake Hotel
2. Ac Hotel Chicago Downtown
3. The Palmer House Hilton
4. The Blackstone, Autograph Collection
5. The Robey, Chicago, A Member Of Design Hotels
6. Waldorf Astoria Chicago Hotel
7. Godfrey Hotel Chicago
8. The Langham Chicago Hotel
9. The Peninsula Chicago Hotel
10. Four Seasons Chicago Hotel

Luxury Retreats - Hotels in Chicago with Pool

Check Availability

Chicago
Sep 06, 2025 - Sep 07, 2025

The Drake Hotel

7.9

Good

(574 Reviews)

+ 227 photos
The Drake, a Hilton Hotel, boasts a historic indoor pool that harkens back to a bygone era, providing guests with a sense of grandeur and refinement in a timeless setting. Embrace the hotel's storied past and iconic status as you relax by the pool, immersing yourself in the classic elegance and sophisticated ambiance that define this historic Chicago landmark.
Address: 140 East Walton Place
Rating: Good 7.9 (574 Reviews)
Rooms: 535
Price: From 133$

Ac Hotel Chicago Downtown

8.4

Good

(631 Reviews)

+ 160 photos
AC Hotel Chicago Downtown features a sleek indoor pool that complements its modern design aesthetic, providing guests with a tranquil escape from the urban landscape outside. This urban chic hotel offers a stylish retreat for travelers seeking a contemporary and sophisticated stay, with the pool serving as a serene sanctuary within the heart of the city.
Address: 630 North Rush Street
Rating: Good 8.4 (631 Reviews)
Rooms: 226
Price: From 205$

The Palmer House Hilton

7.5

Good

(925 Reviews)

+ 216 photos
Palmer House, a Hilton Hotel, showcases a beautifully restored indoor pool area that reflects the hotel's opulent history and timeless charm, providing a regal setting for relaxation and rejuvenation. Immerse yourself in the grandeur of this historic hotel as you unwind by the pool, surrounded by exquisite architectural details and a sense of old-world hospitality.
Address: 17 East Monroe Street
Rating: Good 7.5 (925 Reviews)
Rooms: 1641
Price: From 89$

Family-Friendly Escapes - Hotels in Chicago with Pool

Embark on a family-friendly Chicago adventure with these welcoming hotels that cater to guests of all ages, boasting engaging pools and convenient amenities perfect for a memorable stay. These accommodations offer a perfect blend of comfort and entertainment, ensuring a fun-filled getaway for families seeking relaxation and recreation in the heart of the city.

The Blackstone, Autograph Collection

8.5

Good

(469 Reviews)

+ 229 photos
The Blackstone, Autograph Collection, features a stately indoor pool that echoes the hotel's rich history and Art Deco-inspired design, offering a luxurious retreat for guests seeking a nostalgic yet contemporary experience. Dive into the elegance of the hotel's poolside sanctuary, where the echoes of Chicago's past blend harmoniously with modern comforts and amenities.
Address: 636 South Michigan Avenue
Rating: Good 8.5 (469 Reviews)
Rooms: 335
Price: From 159$

The Robey, Chicago, A Member Of Design Hotels

8.7

Good

(362 Reviews)

+ 100 photos
The Robey boasts a rooftop pool with breathtaking views of Chicago's skyline, creating a chic and exclusive setting for guests seeking a sophisticated urban escape. This boutique hotel exudes modern elegance and offers a refined poolside experience, inviting visitors to bask in the sun and savor the city's allure from above.
Address: 2018 W North Avenue
Rating: Good 8.7 (362 Reviews)
Rooms: 89
Price: From 144$

Waldorf Astoria Chicago Hotel

8.5

Good

(150 Reviews)

+ 393 photos
Nestled in the upscale Gold Coast neighborhood, Waldorf Astoria Chicago offers a sophisticated retreat, complete with a serene indoor pool surrounded by tranquil décor and plush seating for ultimate comfort. Immerse yourself in elegance as you unwind by the pool, embracing a luxurious escape in the center of Chicago.
Address: 11 E. Walton
Rating: Good 8.5 (150 Reviews)
Rooms: 233
Price: From 622$

Boutique Charm - Hotels in Chicago with Pool

Immerse yourself in the chic and intimate ambiance of Chicago's boutique hotels, each offering a distinct character and charm alongside inviting pool facilities designed for relaxation and tranquility. Discover these hidden gems that promise a unique blend of personalized service, stylish accommodations, and a serene poolside retreat amidst the city's bustling energy.

Godfrey Hotel Chicago

8.2

Good

(598 Reviews)

+ 144 photos
The Godfrey Hotel Chicago showcases a striking rooftop pool and lounge, offering guests a chic and exclusive setting to relax and unwind amidst panoramic views of the city. Embrace the hotel's urban sophistication and innovative design elements, creating a stylish and memorable experience that captures the essence of Chicago's cosmopolitan charm.
Address: 127 West Huron, At Lasalle, Chicago, Us
Rating: Good 8.2 (598 Reviews)
Rooms: 221
Price: From 178$

The Langham Chicago Hotel

9.2

Good

(333 Reviews)

+ 157 photos
The Langham, Chicago, stands as an icon of sophistication, boasting a stunning 67-foot indoor swimming pool with panoramic city views. This lavish hotel epitomizes luxury, offering guests a serene oasis in the very heart of the city, where the tranquil waters of the pool beckon for a leisurely swim or a relaxing float under the glittering chandeliers.
Address: 330 North Wabash Avenue
Rating: Good 9.2 (333 Reviews)
Rooms: 316
Price: From 366$

The Peninsula Chicago Hotel

9.4

Good

(207 Reviews)

+ 269 photos
The Peninsula Chicago sets the standard for grandeur with its sleek indoor pool featuring a stunning terrace for sunbathing and a view of Chicago's skyline. Indulge in the hotel's award-winning spa services after a refreshing swim, creating a harmonious experience of wellness and relaxation within the vibrant cityscape.
Address: 108 East Superior Street
Rating: Good 9.4 (207 Reviews)
Rooms: 257
Price: From 400$

Urban Chic - Hotels in Chicago with Pool

Explore the vibrant and dynamic atmosphere of Chicago's urban chic hotels, where contemporary design meets innovative amenities such as stylish pools that serve as urban retreats amidst the city's bustling energy. These accommodations offer a sleek and modern aesthetic combined with inviting pool facilities, creating a trendy and refreshing base for travelers looking to immerse themselves in Chicago's cosmopolitan vibe.

Four Seasons Chicago Hotel

9.0

Good

(170 Reviews)

+ 225 photos
The Four Seasons Hotel Chicago features a family-friendly indoor pool with a dynamic view of Lake Michigan, providing a haven for children and adults alike to splash and play. This luxurious hotel offers a range of family-focused activities and services, ensuring a delightful and memorable stay for all guests.
Address: 120 East Delaware Place
Rating: Good 9.0 (170 Reviews)
Rooms: 345
Price: From 403$

Swissotel Chicago

8.4

Good

(902 Reviews)

+ 318 photos
Swissotel Chicago delights families with its expansive rooftop pool, offering stunning vistas of the Chicago River and city skyline for a unique swimming experience. Dive into an oasis of leisure and joy, as the hotel's attentive staff cater to your every need, creating a warm and welcoming environment for families to unwind and bond.
Address: 323 East Wacker Drive
Rating: Good 8.4 (902 Reviews)
Rooms: 661
Price: From 215$

W Chicago - Lakeshore

7.9

Good

(1652 Reviews)

+ 70 photos
W Chicago - Lakeshore boasts a modern and chic rooftop pool with panoramic lake views, creating a stylish and exclusive retreat for guests seeking a trendy and sophisticated escape. Indulge in the hotel's innovative design and avant-garde ambiance as you unwind by the pool, surrounded by cutting-edge amenities and a dynamic urban atmosphere.
Address: 644 North Lake Shore Drive
Rating: Good 7.9 (1652 Reviews)
Rooms: 520
Price: From 169$

Historic Elegance - Hotels in Chicago with Pool

Immerse yourself in the rich history and timeless elegance of Chicago's historic hotels, each offering a blend of classic charm and modern amenities, including captivating pool facilities that provide a serene retreat amidst the city's storied past. Step back in time and experience the allure of these distinguished establishments, where nostalgia meets sophistication in a setting that exudes old-world charm and hospitality.

Virgin Hotels Chicago

8.7

Good

(1252 Reviews)

+ 152 photos
Virgin Hotels Chicago features a vibrant outdoor pool deck with a lively atmosphere, where guests can socialize, sunbathe, and enjoy the city's energy in a trendy setting. This urban chic hotel combines modern amenities with a playful spirit, ensuring a dynamic and engaging stay for travelers seeking a unique blend of style and comfort in the lively heart of Chicago.
Address: 203 N Wabash Ave
Rating: Good 8.7 (1252 Reviews)
Rooms: 250
Price: From 165$

Radisson Blu Aqua Hotel, Chicago

8.1

Good

(1909 Reviews)

+ 264 photos
Radisson Blu Aqua Hotel Chicago features a striking outdoor pool deck with contemporary design elements and artistic flair, providing guests with a vibrant and visually captivating space to relax and unwind. Immerse yourself in the hotel's modern aesthetics and chic ambiance, creating a unique and immersive experience that embraces Chicago's contemporary trends in hospitality.
Address: 221 North Columbus Drive
Rating: Good 8.1 (1909 Reviews)
Rooms: 332
Price: From 151$

Contemporary Trends - Hotels in Chicago with Pool

Discover the cutting-edge design and contemporary luxury of Chicago's trendsetting hotels, where modern aesthetics and innovative amenities converge to create a dynamic and stylish hospitality experience, including sleek pool facilities that redefine urban chic. Experience the latest trends in hotel design and service as you immerse yourself in the vibrant energy and creativity of these avant-garde establishments.