Beginning of main content

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

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 909 Hotels in Chicago
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 (1,330 reviews)
NewcomerOverall excellent experience. First time to Chicago, great location.
  19 Jun 2017

£125

£125
InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile

505 N Michigan Ave, Chicago
4.5 out of 5.0
4.2 out of 5 (957 reviews)
Excellent location right on magnificent mile !!! Perfect location!!! On the mile almost in the middle. Opposite the purple pig and next to Michael Jordan's Steakhouse and Enos with Volare behind it. Staff was very accommodating and rooms were in good condition. Elevators can be a little slow around check in / check out time to on slaughter of people ...
  30 May 2017

£127

£127
Embassy Suites Chicago Downtown

Embassy Suites Chicago Downtown

600 N State St, Chicago
3.5 out of 5.0
4.4 out of 5 (789 reviews)
Great place to stay down town.It was in the center of Chicago, putting you walking distance from great stores. The service was great, the staff very friendly. Breakfast included. Everything done with a smile.
  2 Jun 2017

£148

£148
Chicago's Essex Inn

Chicago's Essex Inn

800 S Michigan Ave, Chicago
3.5 out of 5.0
3.7 out of 5 (1,287 reviews)
Nice hotel close to water, shops, restaurants.Good experience and nice staff. Great location and close to attractions.
  8 Jun 2017

£114

£114
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 (403 reviews)
Just spent a long weekend in Chicago and really happy with the Radisson Blu Aqua Hotel. The hotel has a modern finish inside, friendly staff and great gym facilities. The room was a reasonable size, comfy bed and very clean. The location was great and would highly recommend this hotel overall.
  23 May 2017

£174

£174
The Palmer House Hilton

The Palmer House Hilton

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,436 reviews)
You've really arrived in Chicago hereGreat location, in Loop near downtown attractions, five mins walk from direct metro to O'Hare airport. Splendid entrance mall and lobby, large well-fitted room. Budget it's not, but good vfm. Room safe was broken, staff came promptly & fixed it. You positively don't want a car hereabouts, we rode ...
  16 Jun 2017

£120

£120
Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago
4.0 out of 5.0
4.4 out of 5 (1,149 reviews)
Great hotel in a great locationThis was our first trip to Chicago and we couldn't have picked a better hotel to stay at. The staff was very friendly and very quick to respond to any requests or questions that we had. It was very conveniently located near many of the things we were looking to do. We will definitely stay here the ...
  31 May 2017

£138

£138
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 (635 reviews)
a great place to staystaff very friendly and accommodating.we were upgraded to the 17th floor with a spectacular view of the buildings when they were lit up at night. free hot buffet breakfast every morning and light dinner reception.speedy elevator. full kitchen facilities came in handy. hotel close to bus lines and ...
  23 May 2017

£140

£140
Pheasant Run Resort

Pheasant Run Resort

4051 E Main Street, St. Charles
3.0 out of 5.0
3.3 out of 5 (166 reviews)
Pheasant Inn Resort is a nice place to stay. I especially like your pools and although we did not golf, your golf course looks really nice! One thing about your facility though is that the inn's restaurants are not always open. If your stay is during the early part of the week the places on Bourbon Street are not open very often. I think that ...
  8 Jun 2017

£82

£82
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 (574 reviews)
Surprisingly nice I travel to Chicago often and always stay in at least a 4star in an attempt to make sure I'm comfortable away from home, but due to last minute changes I had to go with a 3 star and it was just as nice as a 4. Maybe its the Hilton way to always be nice and I just didn't know but this was a nice surprise. ...
  5 Jun 2017

£141

£141
Map

Recently booked Chicago hotels

Country Inn & Suites By Carlson Schaumburg
3.0 out of 5.0
Last booking: 2 minutes ago
Motel 6 Chicago NW - Rolling Meadows
1.5 out of 5.0
Last booking: 3 minutes ago
Chicago Marriott Suites O'Hare
4.0 out of 5.0
Last booking: 3 minutes ago
The Whitehall Hotel
4.0 out of 5.0
Last booking: 5 minutes ago
Stay Inn Lombard
2.5 out of 5.0
Last booking: 7 minutes ago
theWit Chicago - a DoubleTree by Hilton Hotel
4.0 out of 5.0
Last booking: 7 minutes ago
Hotel Indigo Chicago Downtown Gold Coast
3.5 out of 5.0
Last booking: 7 minutes ago
Hampton Inn & Suites Rosemont Chicago O’Hare
2.5 out of 5.0
Last booking: 10 minutes ago
ACME Hotel Company Chicago
3.0 out of 5.0
Last booking: 10 minutes 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