- Robert De Niro as Dwight Hansen
- Ellen Barkin as Caroline Wolff Hansen
- Leonardo DiCaprio as Tobias "Toby" Wolff
- Jonah Blechman as Arthur Gayle
- Eliza Dushku as Pearl Hansen
- Chris Cooper as Roy
- Carla Gugino as Norma Hansen
- Zack Ansley as Skipper Hansen
- Tracey Ellis as Kathy
- Kathy Kinney as Marian
- Tobey Maguire as Chuck Bolger
- Michael Bacall as Terry Taylor
- Gerrit Graham as Mr. Howard
- Sean Murray as Jimmy Voorhees
- Lee Wilkof as Principal Skippy
- Bill Dow as Vice Principal
- Jen Taylor as Deputy O'Riley (uncredited)
- Deanna Milligan and Morgan Brayton as Silver Sisters
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