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

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 1,198 properties in Chicago
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
    3.0 out of 5.0
     
     
    3.4 out of 5 (33 reviews)

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

    Congress Plaza HotelC$189

    Congress Plaza HotelC$189
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St, Chicago
       
       
      4.3 out of 5 (349 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$242

      Palmer House a Hilton HotelC$242
      Freehand Chicago

      Freehand Chicago

      19 East Ohio Street, Chicago
        3.5 out of 5.0
         
         
        4.2 out of 5 (20 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$260

        Freehand ChicagoC$260
        Comfort Inn Arlington Heights - O'Hare

        Comfort Inn Arlington Heights - O'Hare

        2120 S Arlington Heights Rd, Arlington Heights
          2.5 out of 5.0
           
           
          3.2 out of 5 (9 reviews)

          Situated near the airport, this hotel is within 1 mi (2 km) of Ned Brown Forest Preserve and Heritage Park. Arlington Lakes Golf Club and Metropolis Performing ...

          Comfort Inn Arlington Heights - O'HareC$88

          Comfort Inn Arlington Heights - O'HareC$88
          Warwick Allerton - Chicago

          Warwick Allerton - Chicago

          701 North Michigan Avenue, Chicago
            4.0 out of 5.0
             
             
            4.2 out of 5 (190 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$243

            Warwick Allerton - ChicagoC$243
            Hyatt Regency Chicago

            Hyatt Regency Chicago

            151 East Wacker Dr, Chicago
              4.0 out of 5.0
               
               
              4.1 out of 5 (265 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$287

              Hyatt Regency ChicagoC$287
              The Godfrey Hotel Chicago

              The Godfrey Hotel Chicago

              127 West Huron, at LaSalle, Chicago
                4.5 out of 5.0
                 
                 
                4.1 out of 5 (20 reviews)

                Located in River North, this luxury hotel is within a 15-minute walk of Downtown Chicago, John Hancock Center, and Chicago Water Tower. Merchandise Mart and ...

                The Godfrey Hotel ChicagoC$277

                The Godfrey Hotel ChicagoC$277
                Omni Chicago Suites - Magnificent Mile

                Omni Chicago Suites - Magnificent Mile

                676 N Michigan Ave, Chicago
                  4.5 out of 5.0
                   
                   
                  4.5 out of 5 (84 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$264

                  Omni Chicago Suites - Magnificent MileC$264
                  Hilton Chicago O'Hare Airport

                  Hilton Chicago O'Hare Airport

                  Ohare International Airport, Chicago
                    4.0 out of 5.0
                     
                     
                    3.8 out of 5 (48 reviews)

                    The only hotel on airport property, the Hilton Chicago O'Hare Airport is located 2 miles from the Donald E. Stephens Convention Center and the Rosemont Theatre, ...

                    Hilton Chicago O'Hare AirportC$139

                    Hilton Chicago O'Hare AirportC$139
                    Edward Hotel Chicago

                    Edward Hotel Chicago

                    6600 N. Mannheim Rd, Rosemont
                      3.0 out of 5.0
                       
                       
                      4.0 out of 5 (68 reviews)

                      Situated near the airport, this hotel is 0.4 mi (0.6 km) from Allstate Arena and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. ...

                      Edward Hotel ChicagoC$142

                      Edward Hotel ChicagoC$142

                      Top Flight Deals

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