Beginning of main content

Chicago Hotel Guide - Hotels with Pool in Chicago, Illinois

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Chicago Hotels

Search Flight + Hotel

Advanced options

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 801 Hotels in Chicago
Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The Loop
28 North Franklin Street, Chicago
3.0 out of 5.0
4.5 out of 5 (239 reviews)
Hide review
Nice hotel The hotel was great!! It was in a great location! The hotel was clean. The staff was very nice. They included a free upgrade for my graduation. The breakfast was very good.
  23 May 2017

£164

£164
InterContinental Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile
505 N Michigan Ave, Chicago
4.5 out of 5.0
4.2 out of 5 (955 reviews)
Hide review
On the Main Drag If you want to be in the heart of things the Interconental is the place. Conviently next to the Tribune and across from the Wigley buildings. It's exterior is beautiful ghothic. The room was large and bright. Had a long trip to Chicago and just enjoyed the comfort of the room. They generously upgraded ...
  28 May 2017

£161

£161
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 (1,322 reviews)
Hide review
Family Weekend away The pool area just opened this weekend and it was clean and pleasant. The staff was very friendly and the rooms clean. They are getting a bit older, but still above average.
  30 May 2017

£111

£111
Motel 6 Chicago NW - Rolling Meadows
Motel 6 Chicago NW - Rolling Meadows
1800 Winnetka Cir, Rolling Meadows
1.5 out of 5.0
2.9 out of 5 (28 reviews)
Hide review
Reservation mix-up I reserved a room with a refrigerator and a micro wave oven, but I ended up with a room without them. When I asked the front desk staff, they said no such information came over from EXPEDIA, so they can do nothing and told me I had to call EXPEDIA to resolve the problem. I called EXPEDIA and confirmed ...
  23 May 2017

£34

£34
Country Inn & Suites By Carlson, O'Hare South
Country Inn & Suites By Carlson, O'Hare South
777 East Grand Avenue, Bensenville
3.0 out of 5.0
3.7 out of 5 (559 reviews)
Hide review
Good price, nice hotel, very close to the airport This was a very comfortable hotel! There is a pool and a hot tub. Breakfast in the morning. Parking is limited, that is annoying, but we always found a spot.
  27 May 2017

£63

£63
Chicago's Essex Inn
Chicago's Essex Inn
800 S Michigan Ave, Chicago
3.5 out of 5.0
3.7 out of 5 (1,274 reviews)
Hide review
Comfortable stay in The Loop Hotel staffs are welcoming and nice but the hotel hallway is a little old. The room itself is ok exept it isn't furnished with a microwave, a little inconvenient for someone who likes to snack on a midnight meal.
  29 May 2017

£71

£71
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent Mile
165 East Ontario Street, Chicago
3.5 out of 5.0
4.5 out of 5 (355 reviews)
Hide review
Everything as expected. Close to Michigan for shopping and dinner.
  1 May 2017

£128

£128
Pheasant Run Resort
Pheasant Run Resort
4051 E Main Street, St. Charles
3.0 out of 5.0
3.3 out of 5 (165 reviews)
Hide review
Spring break. Fun for kids. Staff always friendly and helpful. Tons of kids. Lots of activities.
  2 Apr 2017

£103

£103
Holiday Inn Express Hotel & Suites Chicago O'Hare
Holiday Inn Express Hotel & Suites Chicago O'Hare
6600 Mannheim Rd, Rosemont
3.0 out of 5.0
3.9 out of 5 (386 reviews)
Hide review
Very minimal on the breakfast out of things. Was told because of the switch/renovations. It was hard to find the hotel at first because the Hotel name had changed and I had no Idea!!
  6 Apr 2017

£90

£90
Motel 6 Chicago West - Villa Park
Motel 6 Chicago West - Villa Park
10 W Roosevelt Rd, Villa Park
2.0 out of 5.0
3.2 out of 5 (34 reviews)
Hide review
Staff Very nice staff. Robin was especially helpful and pleasant. Would definitely recommend.
  24 May 2017

£49

£49
Map

Recently booked Chicago hotels

Courtyard Chicago Midway Airport
3.0 out of 5.0
Last booking: 39 minutes ago
Kimpton Hotel Allegro
4.0 out of 5.0
Last booking: 40 minutes ago
Radisson Hotel Chicago O'Hare
3.0 out of 5.0
Last booking: 41 minutes ago
Wyndham Garden Schaumburg Chicago Northwest
3.0 out of 5.0
Last booking: 41 minutes ago
Red Roof Inn PLUS+ Chicago - Willowbrook
2.5 out of 5.0
Last booking: 56 minutes ago
Courtyard Chicago Elmhurst/Oakbrook Area
3.0 out of 5.0
Last booking: 1 hour ago
Comfort Inn and Suites
2.5 out of 5.0
Last booking: 1 hour ago
Hyatt Regency McCormick Place
4.0 out of 5.0
Last booking: 1 hour ago
Comfort Inn Gurnee
2.5 out of 5.0
Last booking: 1 hour ago

Pocket Guide: Hotels with Pool in Chicago

Search for hotels in Chicago on Expedia. You can easily find your hotels in Chicago using one of the methods below:

  • View our selection of featured hotels in Chicago
  • Use the map to find 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 from basic (1 Star) to luxury hotels (5 Stars) in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last