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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 - 5 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$171

    26 Apr - 27 Apr

    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$180

      27 Apr - 28 Apr

      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 (189 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$198

        27 Apr - 28 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$168

          16 May - 17 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$96

            28 Apr - 29 Apr

            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$152

              25 Apr - 26 Apr

              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$185

                12 May - 13 May

                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$131

                  28 Apr - 29 Apr

                  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$226

                    28 Apr - 29 Apr

                    Warwick Allerton - Chicago

                    Warwick Allerton - Chicago

                    701 North Michigan Avenue, Chicago, IL
                      4.0 out of 5.0
                       
                       
                      4.2 out of 5 (202 reviews)

                      Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is surrounded by fashionable shops, 1 mile from ...

                      Warwick Allerton - ChicagoC$101

                      23 May - 24 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.