Alicia Silverstone (Cher) did not know how to correctly pronounce "Haitians" in the classroom scene. Director Amy Heckerling told the crew not to correct her because she liked it so much and wanted it to be in the film.
Tai insults Cher by calling her a virgin who can't drive. Brittany Murphy confessed later that at the time of filming, she was a virgin who couldn't drive.
While filming, Paul Rudd was mugged and had his backpack stolen, which held his script for the movie.
During the game of "Suck and Blow," the cast was unable to sustain the breath to make a real credit card pass from mouth to mouth; a prop card made of cardboard was substituted that still did not work. Holes were drilled into it to make it easier, and when this failed also, the whole cast's lips were heavily coated in chapstick to force the card to stick.
Paul Rudd auditioned for the roles of Murray, Christian and Elton. Rudd assumed that the character of Murray was a white teenager trying to act like a rapper.
Amy Heckerling: as the maid of honor at the wedding scene. She is also in the bouquet-catching scene and is the source of most of the struggling.