Starting out from Chicago on his ludicrous American Chopper, Henry makes his way through the first three states on Route 66; Illinois, Kansas and Missouri. Henry braves the 90 degree heat and torrential rain and meets a huge diversity of characters along the way. It has been 25 years since Route 66 was decommissioned as an official American Highway but is it making a comeback as one of the great historical attractions in the U.S.?