Chicago hotels

Chicago Hotels with pools

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

Chicago, IL, United States
Check-in
Check-out
Compare vs KAYAK |
Most popular hotels with a pool in Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Excellent, 1,222 reviews
#1 out of 50 hotels
£234+
Check-in
Check-out
The Peninsula Chicago

The Peninsula Chicago

Excellent, 333 reviews
#2 out of 50 hotels
£257+
Check-in
Check-out
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Great, 205 reviews
#3 out of 50 hotels
£236+
Check-in
Check-out
The Ritz-Carlton Chicago

The Ritz-Carlton Chicago

Great, 146 reviews
#4 out of 50 hotels
£227+
Check-in
Check-out
Park Hyatt Chicago

Park Hyatt Chicago

Excellent, 290 reviews
#5 out of 50 hotels
£160+
Check-in
Check-out
The Langham Chicago

The Langham Chicago

Excellent, 622 reviews
#6 out of 50 hotels
£212+
Check-in
Check-out
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Excellent, 210 reviews
#7 out of 50 hotels
£240+
Check-in
Check-out
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Great, 2,847 reviews
#8 out of 50 hotels
£101+
Check-in
Check-out
Hyatt Regency Mccormick Place

Hyatt Regency Mccormick Place

Great, 2,382 reviews
#9 out of 50 hotels
£97+
Check-in
Check-out
W Chicago - Lakeshore

W Chicago - Lakeshore

Great, 2,190 reviews
#10 out of 50 hotels
£90+
Check-in
Check-out
Loews Chicago Hotel

Loews Chicago Hotel

Excellent, 996 reviews
#11 out of 50 hotels
£122+
Check-in
Check-out
Hilton Chicago

Hilton Chicago

Great, 1,653 reviews
#12 out of 50 hotels
£114+
Check-in
Check-out
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Great, 1,750 reviews
#13 out of 50 hotels
£103+
Check-in
Check-out
Radisson Blu Aqua Hotel, Chicago, IL

Radisson Blu Aqua Hotel, Chicago, IL

Great, 1,004 reviews
#14 out of 50 hotels
£146+
Check-in
Check-out
The Hotel at Midtown

The Hotel at Midtown

Great, 59 reviews
#15 out of 50 hotels
£133+
Check-in
Check-out

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.