Top Chicago Hotels with Refreshing Pools

We checked thousands of reviews on and to find the best hotels for your stay
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Carolyn Osborne

Updated: 01 February 2024 · 5 min

Welcoming you to the vibrant city of Chicago, where the architectural marvels meet the soothing waves of Lake Michigan, creating an urban oasis unlike any other. In this bustling metropolis, finding a tranquil retreat becomes essential after a day of exploration and adventure. That's why Chicago hotels with pools offer the perfect blend of relaxation and luxury, allowing visitors to unwind in style amidst the city's dynamic energy.

As you navigate through the skyscraper-laden landscape of the Windy City, the allure of a refreshing pool dip becomes irresistible. Whether it's basking in the sun on a rooftop pool with panoramic city views or enjoying a serene swim in a beautifully designed indoor haven, these hotels provide an unparalleled experience. These establishments not only promise comfort and relaxation but also provide a unique vantage point to experience Chicago from a refreshing perspective.

Embarking on a journey to find the perfect hotel with a pool in Chicago can be as exciting as the city itself. From opulent resorts offering lavish poolside amenities to cozy boutique hotels with intimate dipping pools, there is something for every type of traveler. Let's dive into the world of Chicago hotels with pools, where every stay promises to be an unforgettable part of your visit to this magnificent city.
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Our Top 10

(Sorted by rating & number of reviews)

1. Hyatt Regency Chicago Hotel
2. Swissotel Chicago
3. The Robey, Chicago, A Member Of Design Hotels
4. Ohio House Motel
5. Hotel Lincoln
6. The Ritz-Carlton, Chicago Hotel
7. Holiday Inn Chicago Mart Plaza River North, An Ihg Hotel
8. Hampton Inn Chicago Downtown/N Loop/Michigan Ave
9. The Peninsula Chicago Hotel
10. Four Seasons Chicago Hotel

Chicago Hotels with Pools: The Luxury Edition

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Chicago
Mar 12, 2026 - Mar 13, 2026

Hyatt Regency Chicago Hotel

8.4

Good

(2338 Reviews)

+ 371 photos
Hyatt Regency Chicago stands out as a family-friendly oasis in the heart of the city, boasting a spacious indoor pool that invites families to make a splash and enjoy quality time together. The pool's design caters to swimmers of all ages, with a shallow end that provides a safe play area for children. Comfortable seating surrounds the pool, creating a relaxing environment for parents to unwind while staying close to the action. The Hyatt Regency Chicago’s pool is a reflection of the hotel’s overall approach to hospitality - welcoming, accommodating, and eager to make every guest's stay unforgettable. With dedicated pool hours for family swim time, the hotel ensures that its youngest guests are prioritized, making the pool a focal point of the family getaway.
Address: 151 East Wacker Drive
Rating: Good 8.4 (2338 Reviews)
Rooms: 2019
Price: From 207$

Swissotel Chicago

8.4

Good

(902 Reviews)

+ 318 photos
Swissôtel Chicago offers families an inviting and refreshing pool experience with its stunning indoor pool. Designed with family fun in mind, the pool area is spacious enough for kids to splash around while allowing parents to comfortably supervise or join in the water-based enjoyment. The pool's temperature is maintained at a comfortable warmth, ensuring that even the smallest swimmers can enjoy themselves for hours. Adjacent to the pool, a relaxation area allows families to lounge together, making it an ideal spot for taking a break from the city's hustle and bustle. Swissôtel Chicago prides itself on being a family-friendly destination, where the pool stands out as a highlight for young guests and those young at heart. Here, every swim becomes a cherished memory, reinforcing the hotel's reputation as a haven for family travelers.
Address: 323 East Wacker Drive
Rating: Good 8.4 (902 Reviews)
Rooms: 661
Price: From 215$

Chicago Hotels with Pools: The Family-Friendly Picks

Embarking on a family adventure in Chicago calls for accommodations that cater to the needs of all ages, offering both fun and relaxation. In this section, we discover hotels that not only welcome families but celebrate them with pools that promise to make everyone's stay extra special. These hotels understand that a pool can be the heart of the family vacation, providing a place for children to play, adults to relax, and memories to be made. From kid-friendly features and safety amenities to pools with stunning views that everyone can enjoy, the focus here is on creating a family-friendly environment that feels like a home away from home. Let’s plunge into the family-friendly side of Chicago hotels with pools, where every splash tells a story of joy and togetherness.

The Robey, Chicago, A Member Of Design Hotels

8.7

Good

(362 Reviews)

+ 100 photos
The Robey captures the spirit of Chicago through its art deco architecture and modern design, offering guests a chic urban retreat. While its pool is small, the rooftop lounge area provides a panoramic view of the city's skyline, making it a perfect spot for relaxation and socializing. The Cabana Club, with its rooftop pool, provides guests with a serene escape, merging the convenience of an urban hotel with the luxury of poolside leisure. This combination of style, atmosphere, and the unique pool experience makes The Robey a standout destination for those seeking a boutique hotel feel.
Address: 2018 W North Avenue
Rating: Good 8.7 (362 Reviews)
Rooms: 89
Price: From 144$

Ohio House Motel

8.5

Good

(1793 Reviews)

+ 125 photos
Soho House Chicago offers an exclusive retreat with its rooftop pool, catering to the creative souls and social butterflies. The pool, set against the backdrop of Chicago's skyscrapers, offers a serene spot for relaxation and a lively venue for social gatherings. The hotel's emphasis on design, comfort, and exclusivity extends to the pool area, where guests can enjoy a dip in the heated pool or lounge in the elegantly designed space. Soho House's blend of luxury, style, and a uniquely social atmosphere makes it a beacon for those seeking a boutique hotel experience with a memorable pool.
Address: 600 North Lasalle Street
Rating: Good 8.5 (1793 Reviews)
Rooms: 50
Price: From 113$

Chicago Hotels with Pools: The Budget-Friendly Beauties

In this section, we dive into the heart of Chicago's more affordable accommodations, proving that having access to a refreshing pool doesn't have to break the bank. These budget-friendly hotels with pools offer visitors the chance to enjoy a relaxing swim after a day of sightseeing, without compromising on comfort or dipping into savings. Ideal for travelers who prioritize value and convenience, these selections prove that luxury can be found in the simple pleasure of a poolside moment. From heated indoor options that provide a year-round swimming solution to outdoor pools that invite you to bask in the summer sun, these budget-conscious hotels cater to those looking to maximize their Chicago experience without a hefty price tag.

Hotel Lincoln

7.7

Good

(615 Reviews)

+ 152 photos
Hotel Lincoln, a Joie de Vivre Hotel, nestled in the historic Lincoln Park neighborhood, provides a unique Chicago experience. While it doesn't feature a pool on its premises, its vibrant design, rooftop bar, and proximity to public beaches and pools make it a noteworthy mention for those seeking water-based activities along with a boutique accommodation experience. The hotel's individuality is matched by its commitment to providing a distinctive, local experience.
Address: 1816 N Clark Street
Rating: Good 7.7 (615 Reviews)
Rooms: 193
Price: From 85$

The Ritz-Carlton, Chicago Hotel

8.7

Good

(77 Reviews)

+ 263 photos
The Ritz-Carlton, Chicago redefines the pool experience, offering guests a luxurious indoor lap pool surrounded by opulent décor and exceptional amenities. Situated in a sunlit space with panoramic views of the city, the pool invites guests to indulge in the ultimate relaxation experience. The attention to detail is evident in the plush lounge chairs, the complimentary poolside amenities, and the attentive service that anticipates guests' needs. Whether you're looking to swim laps or simply unwind in a lavishly appointed setting, The Ritz-Carlton, Chicago provides an elegant backdrop for a rejuvenating escape. The hotel's commitment to providing an unmatched guest experience makes the pool area a favorite spot for those seeking a blend of luxury and leisure. Dive into the unparalleled elegance at The Ritz-Carlton and discover a pool that complements the grandeur of Chicago itself.
Address: 160 East Pearson Street At Water Tower Place
Rating: Good 8.7 (77 Reviews)
Rooms: 434
Price: From 390$

Chicago Hotels with Pools: The Boutique Experience

For those seeking a more intimate and unique pool experience, Chicago's boutique hotels with pools offer a distinctive charm. These hotels blend personalized service with unique design elements, creating an environment that feels both exclusive and welcoming. The pools in these boutique properties often reflect the hotel’s individual character, providing not just a place to swim but a curated experience. From rooftop pools with stunning city views to secluded indoor havens that offer a break from the ordinary, the boutique hotels highlighted in this section promise a memorable stay for guests in search of something different.

Holiday Inn Chicago Mart Plaza River North, An Ihg Hotel

8.5

Good

(557 Reviews)

+ 300 photos
Holiday Inn Chicago - Mart Plaza River North emerges as a prime option for travelers seeking affordability without sacrificing amenities. The hotel's indoor pool is a cozy retreat, offering breathtaking views of the Chicago River and city skyline through its surrounding windows. Guests can enjoy a swim in the heated pool or relax on the deck chairs, providing a perfect way to unwind. The pool area is designed with comfort in mind, ensuring that guests of all ages have a pleasant experience. This Holiday Inn property manages to blend practicality with pleasure, offering a pool experience that is both accessible and enjoyable, making it a standout choice for budget-conscious travelers.
Address: 350 W Wolf Point Plaza
Rating: Good 8.5 (557 Reviews)
Rooms: 521
Price: From 104$

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

8.0

Good

(1195 Reviews)

+ 106 photos
Hampton Inn Chicago Downtown/N Loop/Michigan Ave offers guests an exceptional value proposition: a comfortable stay paired with the luxury of a pool. While the focus at this hotel is on convenience and comfort, the inclusion of an indoor pool adds a touch of relaxation to any trip. The pool area is designed to provide a refreshing escape from the city's hustle, allowing guests to indulge in a peaceful swim or simply chill by the water. The hotel's central location combined with the pool amenity underlines the Hampton Inn's commitment to providing a memorable stay that doesn’t stretch your budget.
Address: 68 E. Wacker Place
Rating: Good 8.0 (1195 Reviews)
Rooms: 143
Price: From 173$

The Peninsula Chicago Hotel

9.4

Good

(207 Reviews)

+ 269 photos
The Peninsula Chicago stands as a beacon of luxury in the bustling heart of the city, offering guests an oasis of tranquility with its stunning indoor pool. Perched on the 19th floor, the pool area is designed to perfection, featuring floor-to-ceiling windows that bathe the space in natural light and offer breathtaking views of the Chicago skyline. Guests can indulge in the serene atmosphere while enjoying the state-of-the-art facilities, including a heated swimming pool that invites you to relax and unwind. The adjacent sun terrace is an ideal spot for basking in the sun, offering a secluded retreat high above the city streets. The hotel's commitment to excellence is evident in every detail, from the attentive service to the elegantly designed changing rooms. The Peninsula Chicago is not just a hotel but a landmark of luxury, where the pool experience becomes a highlight of your stay.
Address: 108 East Superior Street
Rating: Good 9.4 (207 Reviews)
Rooms: 257
Price: From 400$

Four Seasons Chicago Hotel

9.0

Good

(170 Reviews)

+ 225 photos
Four Seasons Hotel Chicago welcomes its guests to a world of elevated luxury, where the rooftop pool stands out as a crowning jewel. Nestled on the 50th floor, the pool area offers an escape unlike any other, with stunning views that stretch out over Lake Michigan and the city's iconic skyline. The elegantly appointed pool is complemented by a skylight, allowing the natural light to enhance the serene ambiance of the space. This indoor haven provides a year-round destination for guests to unwind, with comfortable loungers and a poolside service that caters to every whim. The Four Seasons Hotel Chicago merges timeless elegance with modern luxury, making each swim an unforgettable experience. Here, the pool isn’t just an amenity; it’s a sanctuary above the clouds.
Address: 120 East Delaware Place
Rating: Good 9.0 (170 Reviews)
Rooms: 345
Price: From 403$