Make a splash on your next trip to Chicago! Dive into our guide to the Windy City’s best hotels with swimming pools. Whether you’re looking for a romantic getaway or family fun, we’ve got you covered. From luxurious to budget-friendly options, find the perfect place to stay and take a dip in style. But before we show you all the hotels, here are our top recommendations.

Best Chicago Hotel Pools

  • Lap PoolsThe Hotel & Athletic Club at Midtown is the best, with two 25-yard lap pools. Another option is Ritz Carlton’s indoor pool which is open year-round from 6am to 10pm. Lastly, Sentral Michigan Avenue’s pool is long and narrow, but guests loved it for laps and water exercises. 
  • Rooftop Pools – The rooftop pool at Radisson Blu Aqua is one of the biggest and it’s ideal for laps or lounging. The Robey’s rooftop pool is much smaller, but guests love the 180-degree views and Cabana Club’s cocktails.
  • Indoor Heated PoolsPeninsula’s pool is half Olympic-sized with floor-to-ceiling views and an indoor hot tub. You can also try Langham’s indoor pool which features a hydrotherapy tub, an Oriental steam room, and two different saunas.
  • Kid-Friendly Pools – If you’re looking for hotel pools suitable for kids, the Ritz-Carlton offers family swimming from 8am to 8pm. Alternatively, The Peninsula pool offers family hours from 9am to 1pm and 3pm to 7pm.
  • Pool & Hot Tub – If you want to dip in a hot tub after a swim, the Four Seasons infinity pool is one of the best. Hyatt Centric Chicago’s indoor pool may be small, but the attached hot tub is good-sized and a guest favorite as well.

Best Hotels for Couples

  • Four Seasons Chicago – Four Seasons offers intimate and luxurious suites, perfect for couples looking to enjoy a romantic retreat. The King Suites are the most popular, especially the ones with lake views. Couples loved the Night Spa Package, with late-night spa treatments and exclusive access to the indoor pool.
  • The Langham Chicago – At the Langham, couples are treated to a luxurious and romantic experience. Book the Club River View Suite, with its romantic floor-to-ceiling views and spa tub for two. Couples also enjoyed the Langham Club amenities, especially the evening cocktails.
  • Nobu Hotel Chicago – Nobu Hotel Chicago is a top choice for couples seeking intimate getaways in the Windy City. The Zen or Sake Suites are the most romantic, especially the teakwood soaking tubs with city views. For intimate evenings, cocktails at the Rooftop and in-room dining were both very popular.

Best Hotels for Families

  • The Penthouse at Grand Plaza – The Two and Three-bedroom Penthouses offer spacious accommodations for families of all sizes. They have everything you need from a full kitchen to a fireplace and washing machine. And don’t forget access to the Penthouse’s amazing rooftop pool.
  • Sentral Michigan Avenue – This hotel’s Two-Bedroom Premium Apartments are ideal for families. They’re spacious and open with a full kitchen plus a washer and dryer. With a large infinity pool and hydro spa, there’s fun for everyone.
  • Viceroy Chicago – Make your family’s getaway to the Windy City a memorable one with a stay in Viceroy Chicago’s Penthouse. There’s plenty of room with large indoor and outdoor spaces, and a butler to see to every need.

Most Affordable Hotels

  • Sentral Michigan Avenue – This is a top choice for travelers looking to save without sacrificing comfort or quality. Rates vary throughout the year but in late winter or early spring, Studio Apartments start at $113 USD per night.
  • Hampton Inn Chicago McCormick Place – For last-minute deals, prices can drop down to as low as $109 USD per night. The indoor pool at McCormick Place is also shared with Hilton Garden Inn and Home2 Suites. Located at the same address, their rooms are quite affordable too.

1. Viceroy Chicago

At Viceroy Chicago, you’re diving into a world of luxury and relaxation. For the best stay, treat yourselves to the Penthouse. It’s big enough for six with sweeping views of the Gold Coast and Lake Michigan. It’s only open during the warmer months, but guests agreed the best place to cool off was the rooftop pool. Besides the views, visitors raved about the service and drinks at the poolside bar. The Somerset restaurant was ok, but most preferred the restaurants on the Magnificent Mile.

  • Guest Reviews: We had a wonderful stay with a spacious and luxurious room. The area was great with lots of shops and restaurants.
  • Star Rating: 5 stars
  • Best Rooms: Penthouse
  • Address: 1118 North State Street, Chicago, IL 60610, United States

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2. The Peninsula Chicago

The warm hospitality and impeccable service make The Peninsula one of the top choices in Chicago. Visitors prefer the Deluxe Suite. It’s big and comfortable with a soaking tub in the marble bath. Cool off in style at the Peninsula’s lovely indoor pool. Families loved it was kid-friendly. With an outdoor terrace and a hot tub, this is a popular place to relax. Even though the food was a bit expensive, everything from the Lobby restaurant to room service was excellent.

  • Guest Reviews: Our suite had all the required amenities. Great location right off the Magnificent Mile.
  • Star Rating: 5 stars
  • Best Rooms: Deluxe Suite
  • Address: 108 East Superior, River North, Chicago, IL 60611, United States

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3. The Langham Chicago

Located on the scenic Chicago River, The Langham stands out as one of Chicago’s premier hotels. Choose the Club River View Suite for the sweeping views and exclusive access to the Langham Club. Langham’s indoor pool offers a refreshing escape from Chicago’s busy streets. Guests loved the facilities, including a hot tub, an Oriental steam room, and an herbal sauna. The restaurants were well-reviewed, especially the breakfasts and afternoon tea.

  • Guest Reviews: The room was beautiful and well-appointed. The service was excellent and the spa treatments were so relaxing.
  • Star Rating: 5 stars
  • Best Rooms: One Bedroom Club River View Suite
  • Address: 330 North Wabash Avenue, River North, Chicago, IL 60611, United States

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4. Sentral Michigan Avenue

Sentral Michigan Avenue earns its spot as one of Chicago’s best hotels with its modern style and excellent amenities. For the most comfortable stay, we recommend the One or Two-Bedroom Premium Apartments. They’re perfect for couples or families, with spectacular views, spacious living areas, and modern kitchens. After long days in the city, guests agreed the best place to relax was the resort-style infinity pool. After a refreshing swim, try the hydrotherapy spa to fix those sore muscles.

  • Guest Reviews: We were lucky and got an apartment with a lake view. The pool was perfect for laps and water exercises.
  • Star Rating: 4 stars
  • Best Rooms: 2 Bedroom Premium Apartment
  • Address: 808 South Michigan Avenue, Chicago Loop, Chicago, IL 60605, United States

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5. Four Seasons Chicago

Elegant decor and impeccable service make Four Seasons one of Chicago’s finest hotels. Guests loved the Deluxe One-Bedroom Suites for the cozy living areas and scenic lake views. There are also a lot of positive comments about the hotel’s indoor infinity pool. They raved about the Night Spa package with its exclusive late-night pool access. The restaurant reviews were positive too, especially Adorn and the poolside restaurant.

  • Guest Reviews: The room was just what I wanted, private and luxurious. The room service was slow. Not Four Seasons quality.
  • Star Rating: 5 stars
  • Best Rooms: Deluxe One-Bedroom King Suite
  • Address: 120 East Delaware, Chicago, IL 60611, United States

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6. The Robey

The Robey’s trendy vibe and chic art deco design set it apart from other Chicago hotels. For the best stay, you’ll love the Penthouse Suite with its panoramic views, custom decor, and marble finishings. It’s only open during the warmer months, but the rooftop pool is a popular spot. Cool off on a warm day or enjoy cocktails and 180-degree views at the Cabana Club. Guests liked the food at Robey Cafe, but the rooftop bar was the place to be at night.

  • Guest Reviews: It was a great location with easy access to downtown. The pool was a bit small but good enough for a dip.
  • Star Rating: 4 stars
  • Best Rooms: Penthouse Suite
  • Address: 2018 W North Avenue, Wicker Park, Chicago, IL 60647, United States

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7. The Hotel & Athletic Club at Midtown

The Hotel & Athletic Club at Midtown stands out for its upscale accommodation and athletic facilities. Travelers chose the Deluxe King Room for its contemporary design and comfortable feel. With a spacious layout and modern amenities, the pool is ideal for fitness and relaxation. Enjoy a refreshing swim or squeeze in some laps, then unwind in one of two hot tubs. The restaurant reviews were ok, but guests loved the rooftop bar’s drinks and atmosphere.

  • Guest Reviews: Our room was clean and fairly new. The spa and pool area were nice. They were the reason we picked the hotel.
  • Star Rating: 4 star
  • Best Rooms: Deluxe King Rooms
  • Address: 2444 North Elston Avenue, Chicago, IL 60647, United States

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8. The Hoxton, Chicago

The Hoxton’s chic decor and cool atmosphere sets it apart from other Chicago Hotels. Some visitors mentioned smaller rooms, but most chose the Roomy for its spacious mid-century design. Hoxton’s rooftop pool is a hip oasis in the middle of the city. It’s open only to hotel guests from 8am to 4pm. Cabra rooftop restaurant was well reviewed, but the breakfast choices with takeaway bags, and in-room dining were the favorite.

  • Guest Reviews: The room had everything we expected. We enjoyed the rooftop pool and bar.
  • Star Rating: 4 stars
  • Best Rooms: Roomy
  • Address: 200 North Green Street, West Loop, Chicago, IL 60607, United States

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9. Radisson Blu Aqua Hotel Chicago

At the Radisson Blu Aqua Hotel, you’ll find impressive facilities and excellent service. The rooms and suites are well designed with stunning views, but the Ambassador Suite was a popular choice. Everyone raved about the hotel’s upscale leisure facilities. There’s a rooftop pool with panoramic views, an indoor lap pool, and a relaxing hot tub. Guests thought the food was good but expensive, and the spa services were limited.

  • Guest Reviews: The room had a good space and was very comfortable. The pool areas were absolutely beautiful with great views.
  • Star Rating: 4 stars
  • Best Rooms: Ambassador King Suite
  • Address: 221 North Columbus Drive, Chicago Loop, Chicago, IL 60601, United States

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10. The Penthouse at Grand Plaza

The Penthouse at Grand Plaza is the perfect pick for your Windy City getaway. For families, we recommend the Three-Bedroom Penthouses. These two-story apartments have everything – kitchens, fireplaces, and the best lake views. During the warmer months, guests can soak up the sun or cool off in the Penthouse’s rooftop pool. There’s no restaurant on-site, but the downtown location offers dining and nightlife right outside.

  • Guest Reviews: We had a spacious apartment with great views. Glad we had access to the pool.
  • Star Rating: 4 stars
  • Best Rooms: Three-bedroom Penthouse
  • Address: 540 North State Street, River North, Chicago, IL 60654, United States

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11. DoubleTree by Hilton Chicago Magnificent Mile

With its convenient location and friendly atmosphere, Double Tree Magnificent Mile is a great choice. All the rooms are comfortable and clean, but we recommend the King Room Corner for its city views. It’s only open during the summer, but the rooftop pool was well-reviewed for its size and spacious sundeck. Guests enjoyed Hot House restaurant’s selection of cocktails and local beers. With its location on the Magnificent Mile, there are lots of bars and restaurants close by too.

  • Guest Reviews: It was a great location, but the rooms and the parking were overpriced.
  • Star Rating: 4 stars
  • Best Rooms: King Room Corner
  • Address: 300 East Ohio Street, Streeterville, Chicago, IL 60611, United States

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12. Hyatt Centric Chicago Magnificent Mile

For a stylish escape in downtown Chicago, stay at Hyatt Centric Chicago. You’ll love the location close to high-end shopping, dining, and popular attractions. The rooms are modern and sophisticated, but choose the Executive Suite for the extra space. Some thought the indoor pool area was too small, but others found it relaxing, especially the hot tub. Level Two restaurant received positive reviews for the food and live entertainment.

  • Guest Reviews: We loved the Executive Suite and all the amenities. The breakfast buffet could be better for the price.
  • Star Rating: 4 stars
  • Best Rooms: Executive King Suites
  • Address: 633 North Saint Clair Street, Streeterville, Chicago, IL 60611, United States

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13. Nobu Hotel Chicago

Nobu Hotel is the perfect choice for a sophisticated Windy City retreat. The Suite is unlike any other, with floor-to-ceiling views, a pool table, and a teak tree soaking tub. Guests found the indoor tranquility pool to be so relaxing. Soft lighting and comfortable daybeds made for the ideal spot to unwind. Nobu’s restaurants are always well-reviewed, but everyone raved about the Rooftop’s cocktails.

  • Guest Reviews: The room was a good size, clean, and nicely furnished. My partner loved the pool and the steam bath.
  • Star Rating: 5 stars
  • Best Rooms: Suite
  • Address: 155 North Peoria Street, West Loop, Chicago, IL 60607, United States

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14. The Ritz-Carlton, Chicago 

At the Ritz-Carlton Chicago experience family getaways that are second to none. You’ll love the Lakeside Suite, with large living areas and Club Lounge access, it’s perfect. The indoor pool offers something for everyone, with lap swimming and family hours from 8am to 8pm. Torali Italian was the most popular restaurant, especially its seasonal rooftop bar. Guests who used the spa were happy with the service but felt it was too expensive.

  • Guest Reviews: The room is what you would expect from Ritz Carlton with a nice lake view. Great location right off the Magnificent Mile.
  • Star Rating: 5 stars
  • Best Rooms: One-Bedroom Lakeside Suite
  • Address: 160 East Pearson Street, Streeterville, Chicago, IL 60611, United States

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15. Waldorf Astoria Chicago

Waldorf Astoria’s elegance and top-notch service make it one of Chicago’s finest hotels. The Gold Coast Terrace Suites were popular with both couples and families. With large living spaces, a fireplace, and a kitchen, there’s something for everyone. Some mentioned the indoor pool was small for a lap pool. But it was popular for casual and lap swimming, especially at the end of the day.

  • Guest Reviews: The room was impressive with a fireplace and great views. The spa needs to stay open later.
  • Star Rating: 5 stars
  • Best Rooms: Gold Coast Terrace King Suite 
  • Address: 11 East Walton, Chicago, IL 60611, United States

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Chicago Hotels Map

Find More Chicago Hotels

Best Chicago Rooms

Chicago HotelsBest Rooms
Viceroy ChicagoPenthouse
The Peninsula ChicagoDeluxe Suite
The Langham ChicagoOne Bedroom Club River View Suite
Sentral Michigan Avenue2 Bedroom Premium Apartment
Four Seasons ChicagoDeluxe One-Bedroom King Suite
The RobeyPenthouse Suite
The Hotel & Athletic ClubDeluxe King Rooms
The HoxtonRoomy
Radisson Blu Aqua Hotel ChicagoAmbassador King Suite
The Penthouse at Grand PlazaThree-bedroom Penthouse
DoubleTree by Hilton Chicago Magnificent MileKing Room Corner
Hyatt Centric Chicago Magnificent MileExecutive King Suites
Nobu Hotel ChicagoSuite
The Ritz-Carlton, ChicagoOne-Bedroom Lakeside Suite
Waldorf Astoria ChicagoGold Coast Terrace King Suite
For all new cities, I go overboard on my itinerary, just to see every major attraction. Countries I've visited include New Zealand, Singapore, Hong Kong, China, Cambodia, Japan and Thailand. Mostly Asian countries. Next target - Europe!