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Save up to C$874 | Book Flight + Hotel at the same time*
Save up to C$874 | Book Flight + Hotel at the same time*
Save up to C$874 | Book Flight + Hotel at the same time*

Chicago Flight + Hotel Packages

Chicago Flight + Hotel Packages - 3 Night Stay

Chicago Flight + Hotel Packages - 4 Night Stay

Chicago Flight + Hotel Packages - 6 - 7 Night Stay

Top Chicago Hotels Deals

See all 1,568 properties in Chicago

Estimated price for 1 night/2 adults

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
    4.0 out of 5.0
     
     
    4.3 out of 5 (381 reviews)

    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 HotelC$285

    5 May - 6 May

    Hotel Essex Chicago

    Hotel Essex Chicago

    800 S Michigan Ave, Chicago, IL
      4.0 out of 5.0
       
       
      4.0 out of 5 (1 reviews)

      Located in The Loop, this hotel is within a 5-minute walk of Lakefront Trail, State Street, and Columbia College Chicago. Grant Park and Buckingham Fountain ...

      Hotel Essex ChicagoC$219

      5 May - 6 May

      Hyatt Regency Chicago

      Hyatt Regency Chicago

      151 East Wacker Dr, Chicago, IL
        4.0 out of 5.0
         
         
        4.1 out of 5 (281 reviews)

        This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are ...

        Hyatt Regency ChicagoC$390

        5 May - 6 May

        Embassy Suites Chicago Downtown Magnificent Mile

        Embassy Suites Chicago Downtown Magnificent Mile

        511 North Columbus Drive, Chicago, IL
          4.0 out of 5.0
           
           
          4.3 out of 5 (190 reviews)

          The Embassy Suites Chicago Downtown Magnificent Mile offers a newly renovated fresh look and is located two blocks from Navy Pier, Magnificent Mile shopping, ...

          Embassy Suites Chicago Downtown Magnificent MileC$304

          5 May - 6 May

          Hyatt Centric Chicago Magnificent Mile

          Hyatt Centric Chicago Magnificent Mile

          633 N Saint Clair St, Chicago, IL
            4.0 out of 5.0
             
             
            4.4 out of 5 (79 reviews)

            This smoke-free 17-story hotel is 1 block from North Michigan Avenue's boutique and specialty stores, 3 blocks from Lake Michigan, 6 blocks from the State & ...

            Hyatt Centric Chicago Magnificent MileC$317

            5 May - 6 May

            The St. Clair Hotel – Magnificent Mile

            The St. Clair Hotel – Magnificent Mile

            162 East Ontario Street, Chicago, IL
              2.5 out of 5.0
               
               
              4.0 out of 5 (7 reviews)

              The hotel is a half-block from the Magnificent Mile and an 8-minute walk from Grand/State Metro Station. Many attractions are within a 15-minute walk, including ...

              The St. Clair Hotel – Magnificent MileC$179

              10 May - 11 May

              Congress Plaza Hotel

              Congress Plaza Hotel

              520 South Michigan Avenue, Chicago, IL
                3.5 out of 5.0
                 
                 
                3.7 out of 5 (52 reviews)

                Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

                Congress Plaza HotelC$227

                5 May - 6 May

                Omni Chicago Suites - Magnificent Mile

                Omni Chicago Suites - Magnificent Mile

                676 N Michigan Ave, Chicago, IL
                  4.5 out of 5.0
                   
                   
                  4.5 out of 5 (91 reviews)

                  Omni Chicago Suites - Magnificent Mile is at the center of Chicago’s most prestigious neighborhood, 3 blocks from the shores of Lake Michigan and around the ...

                  Omni Chicago Suites - Magnificent MileC$228

                  28 Apr - 29 Apr

                  River Hotel

                  River Hotel

                  75 East Wacker Drive, Chicago, IL
                    4.0 out of 5.0
                     
                     
                    4.3 out of 5 (125 reviews)

                    Located in The Loop, this hotel is within a 5-minute walk of Chicago Riverwalk and Chicago Theatre. Michigan Avenue and House of Blues Chicago are also within ...

                    River HotelC$145

                    28 Apr - 29 Apr

                    Freehand Chicago

                    Freehand Chicago

                    19 East Ohio Street, Chicago, IL
                      3.5 out of 5.0
                       
                       
                      4.1 out of 5 (27 reviews)

                      Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...

                      Freehand ChicagoC$170

                      16 May - 17 May

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

                      *Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2018 to December 31, 2018, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.