Find & compare hotels with pools in Chicago, IL from $63
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Chicago Hotels with Pools
Radisson Blu Aqua Hotel Chicago
221 N Columbus Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
This hotel features a restaurant, an outdoor pool, and a poolside bar. Traveling on business? Take advantage of the 13 conference rooms, as well as the 24-hour ...
Pool
Free WiFi
InterContinental Chicago Magnificent Mile
505 N Michigan Ave, Chicago, IL
This luxury hotel includes 2 restaurants, an indoor pool, and a fitness center. Traveling on business? Take advantage of the 25 conference rooms, as well as ...
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 East Grand Avenue, Bensenville, IL
Free Cancellation
Reserve now, pay when you stay
This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and ...
Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
This hotel features 2 bars/lounges and a 24-hour fitness center. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Holiday Inn Chicago - Schaumburg
1998 North Roselle Road, Schaumburg, IL
Free Cancellation
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Pool
Free WiFi
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St, Chicago, IL
Get Rates
This hotel features a restaurant, an outdoor pool, and a poolside bar. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Pool
Free WiFi
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Get Rates
A full-service spa, a health club, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, free ...
Hilton Chicago
720 S Michigan Ave, Chicago, IL
Get Rates
This smoke-free hotel includes 3 restaurants, an indoor pool, and a health club. Traveling on business? Take advantage of the business center, free WiFi in public ...
Country Inn & Suites by Radisson, Schaumburg, IL
1401 North Roselle Road, Schaumburg, IL
Free Cancellation
Reserve now, pay when you stay
This hotel features an indoor pool and a fitness center. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...
Holiday Inn Chicago North Shore
5300 West Touhy Ave, Skokie, IL
Free Cancellation
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Hilton Chicago/Oak Brook Hills Resort & Conference Center
3500 Midwest Road, Oak Brook, IL
Free Cancellation
Reserve now, pay when you stay
A golf course, 4 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 36 conference rooms, ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Pet lovers shouldn't miss the chance to visit Chicago, a cosmopolitan city known for its skyscrapers and theaters, as well as attractions like Millennium Park and Chicago Theatre. Choose from Travelocity's 315 pet-friendly hotels and accommodations in Chicago and bring your fur babies along!
How to Wander Wisely in Chicago with Your Pet
- Enjoy the fresh air at Chicago Riverwalk, Grant Park, and Douglas Park.
- Other things to see include Willis Tower, House of Blues Chicago, and Field Museum of Natural History.
- Need a pet store? Try Good Life Pet Care, Blessed's Shih Tzu, or Exotic DIscus LLC.
- For vet care, Burke Abbe DVM, Estrick Sara DVM, and WillowGrove Pet Clinic are located in the area.
Top Pet-Friendly Hotels in Chicago
- Hilton Chicago
Pets are allowed for a fee at this 4-star hotel. Guests appreciate its location. - Kimpton Gray Hotel
Pets stay free at this 4.5-star hotel. Guests appreciate its location and comfy beds. - Sheraton Suites Chicago Elk Grove
Pets are allowed for a fee at this 3.5-star hotel, although restrictions apply. Guests appreciate its location and spacious rooms.
Pet-Friendly Times to Vacation in Chicago
Weather can make or break your stay, especially if you want to spend time outdoors. Here are the average daytime and nighttime temperatures to help better plan your time in Chicago.
From January to March, average temperatures range from 53°F in the daytime to 18°F at night. Between April and June, the daytime average is 84°F and the nighttime average is 36°F.
From July to September, average temperatures range from 85°F in the daytime to 51°F at night. Between October and December, the daytime average is 69°F and the nighttime average is 19°F.