Chicago Hotels

Chicago Hotels with Pools

Search hundreds of travel sites at once for hotels with a pool in Chicago

Chicago, IL
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Most popular hotels with a pool in Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Great, 4,028 reviews
#1 out of 55 hotels
$304+
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The Peninsula Chicago

The Peninsula Chicago

Excellent, 2,090 reviews
#2 out of 55 hotels
$333+
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The Ritz-Carlton Chicago

The Ritz-Carlton Chicago

Excellent, 1,346 reviews
#3 out of 55 hotels
$295+
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Waldorf Astoria Chicago

Waldorf Astoria Chicago

Excellent, 1,286 reviews
#4 out of 55 hotels
$306+
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The Langham Chicago

The Langham Chicago

Excellent, 2,540 reviews
#5 out of 55 hotels
$275+
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Park Hyatt Chicago

Park Hyatt Chicago

Excellent, 843 reviews
#6 out of 55 hotels
$208+
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Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Great, 10,992 reviews
#7 out of 55 hotels
$131+
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Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Excellent, 1,089 reviews
#8 out of 55 hotels
$311+
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Hilton Chicago

Hilton Chicago

Great, 7,309 reviews
#9 out of 55 hotels
$147+
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Hyatt Regency Mccormick Place

Hyatt Regency Mccormick Place

Great, 5,480 reviews
#10 out of 55 hotels
$125+
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Loews Chicago Hotel

Loews Chicago Hotel

Excellent, 3,072 reviews
#11 out of 55 hotels
$158+
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Sheraton Grand Chicago

Sheraton Grand Chicago

Great, 5,380 reviews
#12 out of 55 hotels
$144+
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Radisson Blu Aqua Hotel, Chicago, IL

Radisson Blu Aqua Hotel, Chicago, IL

Great, 3,403 reviews
#13 out of 55 hotels
$189+
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Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Great, 3,760 reviews
#14 out of 55 hotels
$133+
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W Chicago - Lakeshore

W Chicago - Lakeshore

Great, 3,334 reviews
#15 out of 55 hotels
$116+
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Top tips for finding hotels with a pool in Chicago

  • If you’re looking to stay in Chicago over the summer, finding a hotel with a pool is a great way to upgrade your vacation. The Soho House Chicago’s outdoor, 60-foot long rooftop pool is accessible only by hotel guests, with an intimate bar serving quality cocktails and other refreshments. The hotel also has a number of other entertainment areas, including a cinema, steam rooms, and even a professional boxing ring.
  • For those looking for hotels in Chicago that can help them keep active while they travel, The Hotel at Midtown has a lot to offer. The indoor and outdoor pools offer aquatic fitness classes, swimming lap lanes, and whirlpools. You will also have access to the gym’s tennis courts, boxing gym, golf simulators, yoga studios, and cycle rooms, and the concierge can help you organize private instructors if required.
  • The Peninsula Chicago’s indoor pool allows you to enjoy a bird’s-eye view of Lake Michigan all year round. The half-Olympic-size pool is great for exercise, allowing you to swim lengths in the morning, take advantage of the aqua fitness class in the afternoon, and relax on the adjacent sundeck in the evening.
  • For those looking for hotels in Chicago with a beautiful design, the InterContinental Hotel Chicago is more than a hotel. This 1920s building is great for architecture buffs, creating a very Gatsby-era atmosphere. This theme also decorates the indoor pool, the oldest pool in the city and one of the biggest hotel pools around. Here you can lounge in classic luxury, surrounded by marble pillars, hand-painted tiles, and stained-glass windows.