Billy sets off on his motor trike to fulfill a lifelong dream of traveling along the world's most famous highway route 66. Beginning in Chicago, he goes to the top of the Willis Tower, America's tallest building, before visiting the home of Abraham Lincoln in Illinois and meeting the state's champion piemaker. Going offroute, Billy heads to Amish country, where he takes a horsedrawn buggy ride, and then talks to two women in St Louis whose homes were recently destroyed by a tornado.
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