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

Book with Confidence. Price Match Guarantee.

No Hotwire Cancellation Fee

We've Saved Customers over $3.1 Billion


Featured Chicago Hotels with a Pool

See all 967 Properties in Chicago
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago
    4.5 out of 5.0
     
     

    Located in The Loop, this luxury hotel is within a 10-minute walk of Downtown Chicago, Millennium Park, and Chicago Theatre. Chicago Cultural Center and Wrigley ...

    Radisson Blu Aqua Hotel Chicago$170

    Radisson Blu Aqua Hotel Chicago$170
    InterContinental Chicago Magnificent Mile

    InterContinental Chicago Magnificent Mile

    505 N Michigan Ave, Chicago
      4.5 out of 5.0
       
       

      This hotel faces Chicago's Magnificent Mile; Millennium Park, Navy Pier, and the John G Shedd Aquarium are within a mile.

      InterContinental Chicago Magnificent Mile$170

      InterContinental Chicago Magnificent Mile$170
      Country Inn & Suites by Radisson, Chicago O'Hare South, IL

      Country Inn & Suites by Radisson, Chicago O'Hare South, IL

      777 East Grand Avenue, Bensenville
        3.0 out of 5.0
         
         

        Situated near the airport, this hotel is within 6 mi (10 km) of Schiller Woods, Stevenson Park, and Rosemont Theatre. MB Financial Park at Rosemont and Fashion ...

        Country Inn & Suites by Radisson, Chicago O'Hare South, IL$80

        Country Inn & Suites by Radisson, Chicago O'Hare South, IL$80
        Swissotel - Chicago

        Swissotel - Chicago

        323 E Wacker Dr, Chicago
          4.5 out of 5.0
           
           

          This triangular, 43-story glass hotel is across the street from the Chicago River, 3 blocks from the lakefront running path, and 4 blocks from the Wrigley Building ...

          Swissotel - Chicago$134

          Swissotel - Chicago$134
          Radisson Hotel Schaumburg

          Radisson Hotel Schaumburg

          1998 North Roselle Road, Schaumburg
            3.5 out of 5.0
             
             

            Located in the heart of Schaumburg, this golf hotel is within 1 mi (2 km) of Schaumburg Medieval Times and Harper College. Woodfield Mall is 3.1 mi (4.9 km) ...

            Radisson Hotel Schaumburg$80

            Radisson Hotel Schaumburg$80
            DoubleTree by Hilton Chicago - Magnificent Mile

            DoubleTree by Hilton Chicago - Magnificent Mile

            300 E Ohio St, Chicago
              3.5 out of 5.0
               
               

              Located in the northern part of downtown, Doubletree Chicago Magnificent Mile is 2 blocks from Magnificent Mile shopping and dining, 3 blocks from Lake Michigan, ...

              DoubleTree by Hilton Chicago - Magnificent Mile$116

              DoubleTree by Hilton Chicago - Magnificent Mile$116
              Palmer House a Hilton Hotel

              Palmer House a Hilton Hotel

              17 E Monroe St, Chicago
                4.0 out of 5.0
                 
                 

                This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent ...

                Palmer House a Hilton Hotel$105

                Palmer House a Hilton Hotel$105
                Hilton Chicago- Michigan Ave Cultural Mile

                Hilton Chicago- Michigan Ave Cultural Mile

                720 S Michigan Ave, Chicago
                  4.0 out of 5.0
                   
                   

                  Overlooking Grant Park in downtown Chicago, this landmark Hilton hotel is within walking distance of Buddy Guy's Legends, Millennium Park, the Field Museum, ...

                  Hilton Chicago- Michigan Ave Cultural Mile$110

                  Hilton Chicago- Michigan Ave Cultural Mile$110
                  Country Inn & Suites by Radisson, Schaumburg, IL

                  Country Inn & Suites by Radisson, Schaumburg, IL

                  1401 North Roselle Road, Schaumburg
                    3.0 out of 5.0
                     
                     

                    This family-friendly Schaumburg hotel is within 3 mi (5 km) of Schaumburg Medieval Times, The Water Works Indoor Water Park, and Woodfield Mall. Harper College ...

                    Country Inn & Suites by Radisson, Schaumburg, IL$84

                    Country Inn & Suites by Radisson, Schaumburg, IL$84
                    Holiday Inn Chicago North Shore

                    Holiday Inn Chicago North Shore

                    5300 West Touhy Ave, Skokie
                      3.0 out of 5.0
                       
                       

                      Situated in Skokie, this hotel is 1.1 mi (1.7 km) from Skokie Theatre and within 6 mi (10 km) of Swedish Covenant Hospital and Loyola University Chicago. Northwestern ...

                      Holiday Inn Chicago North Shore$91

                      Holiday Inn Chicago North Shore$91
                      Map

                      Recently Booked Hotels in Chicago

                      Baymont by Wyndham Gurnee
                      2.5 out of 5.0
                      Last booking: 1 minute ago
                      Swissotel - Chicago
                      4.5 out of 5.0
                      Last booking: 1 minute ago
                      Hampton Inn Chicago Downtown/Magnificent Mile
                      2.5 out of 5.0
                      Last booking: 1 minute ago
                      Fairfield Inn & Suites Chicago Tinley Park
                      2.5 out of 5.0
                      Last booking: 3 minutes ago
                      Motel 6 Prospect Heights, IL
                      2.0 out of 5.0
                      Last booking: 3 minutes ago
                      Motel 6 Chicago South-Lansing
                      2.0 out of 5.0
                      Last booking: 4 minutes ago
                      Red Roof Inn Chicago - O'Hare Airport
                      2.0 out of 5.0
                      Last booking: 4 minutes ago
                      Hampton Inn & Suites Chicago/Hoffman Estates
                      2.5 out of 5.0
                      Last booking: 5 minutes ago
                      Freehand Chicago
                      3.5 out of 5.0
                      Last booking: 5 minutes ago