Superb Hotels Downtown Chicago with Pool

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Alardo Riojas

Updated: 01 January 2024 · 6 min

Chicago, with its sprawling skyline and vibrant cultural scene, is a city that mesmerizes visitors all year round. Nestled among its iconic buildings, the downtown area of Chicago offers a plethora of accommodation options that cater to the needs of every traveler. For those seeking a blend of luxury and relaxation, hotels downtown Chicago with a pool stand out as the perfect choice, offering a refreshing respite after a day of exploring the Windy City.

The allure of staying in a downtown Chicago hotel with a pool goes beyond just the luxury of a swim. These hotels serve as an oasis in the bustling city, providing guests with a tranquil space to unwind, recharge, and escape the urban frenzy. With views that might span from the glistening Lake Michigan to the towering skyscrapers, these pools become a key feature of your stay, adding a touch of serenity to the dynamic Chicago experience.

Choosing the right hotel in downtown Chicago with a pool can significantly enhance your visit. Whether it's a rooftop pool with panoramic city views, an indoor haven for year-round enjoyment, or a heated option for those cooler months, these hotels cater to a wide array of preferences. By offering recommendations and insights into the top accommodations, this article aims to guide you through selecting the ideal poolside retreat in the heart of Chicago, ensuring a memorable and rejuvenating stay.
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Our Top 10

(Sorted by rating & number of reviews)

1. The Peninsula Chicago Hotel
2. Holiday Inn Chicago Mart Plaza River North, An Ihg Hotel
3. Hampton Inn Chicago Downtown/N Loop/Michigan Ave
4. Four Seasons Chicago Hotel
5. Viceroy Chicago Hotel
6. Sofitel Chicago Magnificent Mile Hotel
7. The Westin Chicago River North
8. Best Western Chicago Downtown-River North
9. Hilton Chicago Hotel
10. The Langham Chicago Hotel

Luxury Hotels Downtown Chicago with Pool

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Chicago
Sep 17, 2025 - Sep 18, 2025

The Peninsula Chicago Hotel

9.4

Good

(207 Reviews)

+ 269 photos
The Peninsula Chicago exemplifies luxury with its remarkable amenities and personalized service, setting it apart as a sanctuary in downtown Chicago. Its stunning indoor pool is perched on the 19th floor, offering panoramic views of the city's skyline. The poolside, with its comfortable loungers and meticulously designed space, encourages relaxation and leisure. Beyond the aquatic allure, The Peninsula boasts a reputation for culinary excellence and a spa that's considered an urban oasis. Guests are treated to rooms that blend Asian elegance with Chicago’s dynamic flair, making every stay memorable. The Peninsula Chicago is not just a hotel; it's a journey into a world of luxury, comfort, and unparalleled hospitality.
Address: 108 East Superior Street
Rating: Good 9.4 (207 Reviews)
Rooms: 257
Price: From 400$

Holiday Inn Chicago Mart Plaza River North, An Ihg Hotel

8.5

Good

(557 Reviews)

+ 300 photos
Holiday Inn Chicago-Mart Plaza River North surprises guests with its affordable rates and exceptional amenities, including a striking indoor pool. Positioned within the bustling River North area, it offers scenic city views and a comfortable base from which to explore Chicago. The pool area, with large windows and a welcoming atmosphere, is perfect for guests looking to relax after a day of sightseeing. Accommodations are modern, spacious, and equipped with all the necessary conveniences for a pleasant stay. Coupled with its accessible location and dedicated staff, this hotel stands as a beacon of value among downtown Chicago's more economical accommodations.
Address: 350 W Wolf Point Plaza
Rating: Good 8.5 (557 Reviews)
Rooms: 521
Price: From 104$

Family-Friendly Hotels Downtown Chicago with Pool

Discover the perfect family getaway in downtown Chicago, where hotels with pools offer a delightful respite for both adults and children alike. These family-friendly havens provide not just accommodation but an experience that caters to the needs of all family members. With pools that promise endless entertainment, coupled with amenities designed for young travelers, these hotels ensure a stay that’s enjoyable for everyone. Whether it’s enjoying a splash together after a day of sightseeing or relaxing by the poolside with a book, these selections promise memorable moments for families exploring Chicago.

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

8.0

Good

(1195 Reviews)

+ 106 photos
Hampton Inn Chicago Downtown/N Loop/Michigan Ave is another excellent choice for budget-conscious travelers. Though smaller than luxury hotel pools, its indoor pool offers a tranquil setting for a morning swim or a leisurely evening float. Located in the heart of the city, the hotel provides guests with easy access to Chicago’s main attractions, including Millennium Park and the Magnificent Mile. The rooms are comfortably furnished, ensuring a good night’s sleep after exploring the Windy City. Guests also enjoy complimentary breakfast, adding even more value to their stay. This hotel exemplifies how budget-friendly options can still offer quality amenities and a prime location.
Address: 68 E. Wacker Place
Rating: Good 8.0 (1195 Reviews)
Rooms: 143
Price: From 173$

Four Seasons Chicago Hotel

9.0

Good

(170 Reviews)

+ 225 photos
Four Seasons Hotel Chicago, located steps from the Magnificent Mile, marries exceptional service with unrivaled luxury. The hotel's pool, situated on the skyline floor, offers an indoor escape that feels both intimate and expansive. Encased in glass with striking views of the city, the pool area serves as a peaceful haven, complete with a whirlpool and comfortable seating areas. The Four Seasons enhances its guest experience with personalized service that anticipates every need, fine dining options, and sumptuously appointed rooms designed for supreme comfort. This hotel is a testament to the elegance and sophistication that are hallmarks of the Four Seasons brand, making it a standout choice for those seeking a luxurious escape in downtown Chicago.
Address: 120 East Delaware Place
Rating: Good 9.0 (170 Reviews)
Rooms: 345
Price: From 403$

Romantic Hotels Downtown Chicago with Pool

Indulge in a romantic getaway in downtown Chicago, where select hotels with pools create the perfect backdrop for love and intimacy. These hotels are chosen for couples seeking to fuse the excitement of city exploration with the serenity of a secluded retreat. With stunning pools that offer a private sanctuary and services tailored to make every moment memorable, these accommodations promise a romantic experience unparalleled in the very heart of Chicago. Whether it’s a rooftop pool with breathtaking views or a serene indoor oasis, each hotel provides the perfect setting for couples to reconnect and create lasting memories.

Viceroy Chicago Hotel

9.0

Good

(1590 Reviews)

+ 168 photos
Viceroy Chicago, located in the heart of the Gold Coast neighborhood, blends historical charm with contemporary luxury, creating a romantic setting for couples. Its rooftop pool area, exclusive to guests, offers a chic and intimate atmosphere with stunning views of Lake Michigan and the city. The poolside service ensures a relaxing experience, allowing couples to spend their day lounging in luxury. Inside, the Viceroy's rooms are a haven of comfort and style, with thoughtful touches that cater to a romantic getaway. With its blend of modern amenities and attentive service, Viceroy Chicago stands out as a premier destination for couples seeking romance in the city.
Address: 1118 North State Street
Rating: Good 9.0 (1590 Reviews)
Rooms: 180
Price: From 295$

Sofitel Chicago Magnificent Mile Hotel

8.9

Good

(1405 Reviews)

+ 275 photos
Sofitel Chicago Magnificent Mile provides a French-inspired retreat in the center of Chicago, offering a unique blend of romance and elegance. While it does not feature a pool, its luxurious accommodations and exceptional service set the stage for a romantic escape. The hotel’s architectural prowess and chic design, along with its acclaimed dining options, offer couples a sophisticated experience. For those seeking the relaxation of a pool, nearby amenities and Lake Michigan's beaches provide ample opportunity for leisure and romance. The Sofitel’s attention to detail and commitment to providing an enchanting stay make it a noteworthy choice for couples looking to indulge in the romance of Chicago.
Address: 20 East Chestnut Street
Rating: Good 8.9 (1405 Reviews)
Rooms: 415
Price: From 139$

Budget-Friendly Hotels Downtown Chicago with Pool

For travelers looking to experience Chicago without breaking the bank, there are budget-friendly hotels downtown Chicago with pools that offer an affordable yet enjoyable stay. These hotels prove that you don't have to compromise on quality or location even when you're watching your budget. They provide comfortable accommodations, friendly service, and, most importantly, a refreshing pool to relax by — all without stretching your finances. Whether you're in town for business or leisure, these selections ensure your trip to Chicago is both memorable and economical, proving that luxury and affordability can go hand in hand.

The Westin Chicago River North

8.7

Good

(132 Reviews)

+ 221 photos
The Westin Chicago River North offers guests the signature Westin Heavenly Bed® for restorative sleep, and its commitment to wellness extends to its impressive fitness studio and tranquil indoor pool. The pool area, designed with relaxation and rejuvenation in mind, offers an oasis of calm within the bustling city. The hotel’s location on the riverfront provides easy access to running trails, and its wellness programs encourage guests to stay active and healthy during their stay. Each aspect of The Westin Chicago River North is tailored to support guests' well-being, making it an ideal sanctuary for those prioritizing health and wellness while traveling.
Address: 320 North Dearborn Street
Rating: Good 8.7 (132 Reviews)
Rooms: 445
Price: From 233$

Best Western Chicago Downtown-River North

7.6

Good

(1885 Reviews)

+ 132 photos
Best Western River North Hotel is a testament to the fact that affordability doesn’t mean sacrificing comfort or convenience. Its indoor pool, a rarity among hotels in this price range, offers a year-round option for guests to enjoy a swim regardless of Chicago's unpredictable weather. The hotel's rooftop terrace provides stunning views of the downtown area, making it a fantastic spot to unwind. Guest rooms are spacious, clean, and equipped with free Wi-Fi, adding to the overall value. Its proximity to dining, shopping, and entertainment options makes the Best Western River North an ideal choice for travelers mindful of their budget but eager to experience everything Chicago has to offer.
Address: 125 W Ohio Street
Rating: Good 7.6 (1885 Reviews)
Rooms: 150
Price: From 89$

Wellness-Focused Hotels Downtown Chicago with Pool

For health-conscious travelers or those looking to maintain their wellness routines while on the road, Chicago offers hotels that don’t just provide a place to stay but a holistic wellness experience. These downtown Chicago hotels with pools prioritize guests’ health and well-being, featuring top-notch fitness centers, rejuvenating spa services, and of course, serene pools for laps or relaxation. They create an environment where staying fit and pampered is as important as exploring the city itself, ensuring guests leave feeling refreshed and invigorated.

Hilton Chicago Hotel

7.9

Good

(855 Reviews)

+ 347 photos
Hilton Chicago overlooks Grant Park, offering a family-friendly atmosphere that doesn’t compromise on sophistication or service. Its indoor pool, with a dedicated children’s area, ensures fun for all ages. Surrounded by ample lounging space, the pool area becomes a family’s haven after a day exploring the nearby attractions. The hotel offers versatile room options to accommodate families of any size, along with dining experiences that cater to even the pickiest eaters. Hilton Chicago’s commitment to providing a comforting and engaging stay for families is evident in its thoughtful amenities and welcoming atmosphere, making it an ideal choice for guests traveling with children.
Address: 720 South Michigan Avenue
Rating: Good 7.9 (855 Reviews)
Rooms: 1544
Price: From 171$

The Langham Chicago Hotel

9.2

Good

(333 Reviews)

+ 157 photos
The Langham, Chicago stands as a beacon of luxury, where its pool is just one aspect of the sumptuous experience it offers. Nestled within the iconic IBM building, this hotel combines modern sophistication with timeless elegance. The Langham's pool area, serene and inviting, allows guests to bask in relaxation with a view. Surrounded by reclining loungers and floor-to-ceiling windows that flood the space with natural light, the pool provides a tranquil retreat from the urban energy. Besides the pool, guests can indulge in the award-winning Chuan Spa, savor culinary masterpieces at Travelle, and retire to rooms that redefine comfort and style. It's an experience tailored for those who seek the extraordinary in every aspect of their stay.
Address: 330 North Wabash Avenue
Rating: Good 9.2 (333 Reviews)
Rooms: 316
Price: From 366$

Swissotel Chicago

8.4

Good

(902 Reviews)

+ 318 photos
Swissôtel Chicago, with its distinct triangular architecture, offers a family-friendly retreat that mirrors the city’s vibrancy. The hotel’s indoor pool is a cozy enclave for families to unwind, featuring stunning views through its floor-to-ceiling windows. The space is designed for enjoyment by all ages, with a shallow end perfect for younger swimmers. Beyond the pool, Swissôtel Chicago emphasizes wellness and comfort, with spacious rooms and health-centric dining options. Its central location is ideal for families looking to adventure through Chicago, making it a convenient and comfortable choice for those traveling with little ones.
Address: 323 East Wacker Drive
Rating: Good 8.4 (902 Reviews)
Rooms: 661
Price: From 215$