Ferris Bueller's Day Off (1986)

High school student Ferris Bueller (Matthew Broderick) decides to skip school one day, and cons his parents Tom (Lyman Ward) and Katie (Cindy Pickett) into thinking he's sick, though sister Jeanie (Jennifer Grey) knows better. Ferris convinces his (actually sick) friend Cameron (Alan Ruck) to join him, and he gets his girlfriend Sloane Peterson (Mia Sara) out of school with a call to the school from "her father", claiming that her grandmother had died. Principal Ed Rooney (Jeffrey Jones) suspects that "Mr. Peterson" is Ferris and insults him, but is highly embarassed when Ferris calls on another line asking for his homework to be picked up. "Mr. Peterson" was actually Cameron. The three students take Cameron's dad's Ferrari out on the town, visiting an expensive restaurant (where Ferris narrowly avoids being seen by his father), taking in a ball game, riding a float in a parade, and more. Jeanie, driving her parents home, spots Ferris at the end of the day, and they race home (Ferris on foot) so Jeanie can prove to their parents that he was faking.