Adam Sandler
Billy Madison
Bradley Whitford
Eric Gordon
Josh Mostel
Principal Max Anderson
Bridgette Wilson-Sampras
Veronica Vaughn
Darren McGavin
Brian Madison
Larry Hankin
Carl Alphonse
Christopher Kelk
Rollo the Janitor
Marc Donato
Nodding 1st Grader
Conor Devitt
O'Doyle (Grade 1)
Jared Durand
Scotty Logan (Grade 1)
Jessica Nakamura
Tricia Labonte (Grade 1)
Helen Hughes
2nd Grade Teacher
Jack Mather
Ted 'Old Man' Clemens
Claire Cellucci
Attractive Lady
Jared Cook
Ernie (Grade 3)
Christian Matheson
O'Doyle (Grade 3)
Gladys O'Connor
Tour Guide
Marcia Bennett
4th Grade Teacher
Jordan Lerner-Ellis
Pothead
Daniel Lerner-Ellis
Pothead
Melissa Korzenko
Nancy Connors
Colin Smith
O'Doyle (Grade 9)
Eduardo Gómez
Crazy Person
Benjamin Barrett
Tenth Grader
Matthew Ferguson
Tenth Grader
Sean Lett
O'Doyle (Grade 12)
Stacey Wheal
Jennifer (Grade 3)
Shanna Bresee
Susan (Grade 3)
Michael Ayoub
Drama Teacher
Lawrence Nakamura
Lawn Guy
Margo Wladyka
Mrs. O'Doyle
Allison Robinson
Newswoman
Marcel Jean Gilles
Haitian Gardener
Suzanna Shebib
High School Girl
Justin Williams
3rd Grader
Nicholas A. Catalano
3rd Grader
Devon Codrington
3rd Grader
Nicole Harrison
3rd Grader
Cassandra Forrester
3rd Grader
Matthew Tempest
3rd Grader
Robby Cavallari
3rd Grader
Carmela Bigioni
3rd Grader
Kelly Childerhose
Jet Skier
Steve Buscemi
Danny McGrath (uncredited)
Chris Farley
Bus Driver (uncredited)
