Billy Madison is the 27 year-old son of Bryan Madison, a very rich man who has made his living in the hotel industry. Billy stands to inherit his father's empire, but only if he can make it through all 12 grades, 2 weeks per grade, to prove that he has what it takes to run the family business.
as Billy Madison
as Eric Gordon
as Principal Max Anderson
as Veronica Vaughn
as Brian Madison
as Frank
as Jack
as Carl Alphonse
as Juanita
as Miss Lippy
as Pete
as Cook
as Rollo the Janitor
as Nodding 1st Grader
as Penguin
as Penguin
as O'Doyle (Grade 1)
as Scotty Logan (Grade 1)
as Tricia Labonte (Grade 1)
as 2nd Grade Teacher
as 2nd Grader
as Ted 'Old Man' Clemens
as Attractive Lady
as Clown
as Driver
as Ernie (Grade 3)
as O'Doyle (Grade 3)
as Kyle
as Butler
as Maid
as Dan (Grade 3)
as Tour Guide
as 4th Grade Teacher
as Nurse
as Architect
as Architect
as Lunch Lady
as Pothead
as Pothead
as Mr. Oblaski
as Nancy Connors
as O'Doyle (Grade 9)
as Paul
as Rod
as Crazy Person
as Crazy Person
as Joyce
as Tenth Grader
as Tenth Grader
as O'Doyle (Grade 12)
as Jennifer (Grade 3)
as Susan (Grade 3)
as Drama Teacher
as Lawn Guy
as Rock Singer
as Principal
as Mr. O'Doyle
as Mrs. O'Doyle
as Newswoman
as Haitian Gardener
as High School Girl
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as 3rd Grader
as Jet Skier
as Jet Skier
as Fire-eater
as Danny McGrath (uncredited)
as Bus Driver (uncredited)