Planes, Trains & Automobiles (1987)

Steve Martin and John Candy star in John Hughes’ classic tale of holiday travel gone awry. Neal Page (Martin) is an uptight advertising executive trying to get home to Chicago for Thanksgiving. When his flight is rerouted to Wichita, he reluctantly partners with Del Griffith (Candy), an obnoxious yet loveable salesman. Together, they embark on a cross-country adventure that includes various modes of transportation, hilarious mishaps, and unforgettable rental car shenanigans.