Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Chicago Hotels with Pool

See all 876 Hotels in Chicago
Chicago's Essex Inn

Chicago's Essex Inn

800 S Michigan Ave, Chicago
3.5 out of 5.0
3.6 out of 5 (1,373 reviews)
OK for attending meetingThere were no eating venues in hotel, but I did get list of places nearby from bellhop.
  21 Oct 2017

£68

£68
Embassy Suites Chicago Downtown

Embassy Suites Chicago Downtown

600 N State St, Chicago
3.5 out of 5.0
4.4 out of 5 (819 reviews)
Good location and close to Michigan AveThe ambiance of the hotel was great in the lobby, mezzanine and pool areas. Check in was fine although we weren't told the elevator would not operate without our room key. My suite had old flooring with apparent stains and shabby furniture. I paid a good price for this and expected more.
  21 Oct 2017

£142

£142
InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile

505 N Michigan Ave, Chicago
4.5 out of 5.0
4.2 out of 5 (987 reviews)
Nice Hotel Great LocationVery pleased with this hotel and will defiantly stay again! The pool area is unbelievable. The only thing lacking were the hand towels in the room...time for some new ones!
  19 Oct 2017

£90

£90
Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago
4.5 out of 5.0
4.4 out of 5 (1,205 reviews)
Very modern facilities, and comfortable.Super organized and clean. Location is excellent and staff very friendly
  19 Oct 2017

£118

£118
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago
4.5 out of 5.0
4.5 out of 5 (453 reviews)
great location near Chicago river, shopping and laGenerally good hotel, very modern with great presentation
  23 Oct 2017

£143

£143
Pheasant Run Resort

Pheasant Run Resort

4051 E Main Street, St. Charles
3.0 out of 5.0
3.3 out of 5 (171 reviews)
Great place to stay! Employees are wonderful lots First time staying will definitely be back. Food is quality, rooms clean and grounds are well kept and beautiful.
  13 Oct 2017

£80

£80
Homewood Suites by Hilton Chicago Downtown

Homewood Suites by Hilton Chicago Downtown

40 East Grand Avenue, Chicago
3.0 out of 5.0
4.4 out of 5 (654 reviews)
Great location and valueEverything was impressive from room layout and cleanliness to helpful staff to hearty breakfasts, not to mention a central, quiet location within walking distance of everything downtown, North Loop and Chicago Riverwalk.
  22 Oct 2017

£122

£122
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

300 E Ohio St, Chicago
3.5 out of 5.0
4.2 out of 5 (1,419 reviews)
Amazing front desk staffWhen checking in with small talk with the front desk I told them I got married yesterday and they were kind enough to send strawberries and champagne to the room. We weren't expecting it but it made our mini honeymoon that much better
  23 Oct 2017

£99

£99
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago
3.5 out of 5.0
4.3 out of 5 (603 reviews)
Good hotel. Great location. Good hotel. Some parts a bit dated though, especially the guest elevators . However, the location is great! It's a stone's throw from the Magnificent Mile and walking distance from pretty much everywhere you would want to go.
  20 Oct 2017

£135

£135
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,581 reviews)
Beautifully remodeled to the Art Deco periodBeautifully remodeled to the Art Deco period, this historic building is a must-see for tourists. Being a tall building in downtown Chicago, the elevators are very busy. Due to later than anticipated check-in, we were housed close to the elevator shaft and warned that there may be noise. In fact, ...
  23 Oct 2017

£143

£143
Map

Recently booked Chicago hotels

Holiday Inn Express Chicago - Schaumburg
3.0 out of 5.0
Last booking: 2 minutes ago
Best Western O'Hare/Elk Grove
3.0 out of 5.0
Last booking: 3 minutes ago
Sheraton Grand Chicago
4.0 out of 5.0
Last booking: 3 minutes ago
Hard Rock Hotel Chicago
4.0 out of 5.0
Last booking: 5 minutes ago
HYATT house Chicago/Naperville/Warrenville
3.0 out of 5.0
Last booking: 8 minutes ago
Springhill Suites By Marriott Chicago Lincolnshire
3.0 out of 5.0
Last booking: 8 minutes ago
Inn of Chicago, an Ascend Hotel Collection Member
3.0 out of 5.0
Last booking: 14 minutes ago
Fairmont Chicago at Millennium Park
4.5 out of 5.0
Last booking: 18 minutes ago
Best Western Grant Park Hotel
2.5 out of 5.0
Last booking: 20 minutes ago

Pocket Guide: Hotels with Pool in Chicago

Search for Hotels with Pool in Chicago on Expedia.co.uk. You can easily find your Hotels with Pool in Chicago using one of the methods below:

  • View our selection of featured hotels in Chicago
  • Use the map to find budget hotels in the Chicago neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chicago, select a specific theme, brand, or hotel class in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last