Billy Madison (1995)

Adam Sandler Billy Madison

Bradley Whitford Eric Gordon

Josh Mostel Principal Max Anderson

Bridgette Wilson Veronica Vaughn

Darren McGavin Brian Madison

Norm Macdonald Frank

Mark Beltzman Jack

Larry Hankin Carl Alphonse

Theresa Merritt Juanita

Dina Platias Miss Lippy

Hrant Alianak Pete

V

Vincent Marino Cook

C

Christopher Kelk Rollo the Janitor

Marc Donato Nodding 1st Grader

K

Keith Cole Penguin

C

Chris Mei Penguin

C

Conor Devitt O'Doyle (Grade 1)

Jared Durand Scotty Logan (Grade 1)

Jessica Nakamura Tricia Labonte (Grade 1)

Helen Hughes 2nd Grade Teacher

Jacelyn Holmes 2nd Grader

J

Jack Mather Ted 'Old Man' Clemens

Claire Cellucci Attractive Lady

Shane Farberman Clown

Al Maini Driver

Jared Cook Ernie (Grade 3)

Christian Matheson O'Doyle (Grade 3)

K

Kyle Bailey Kyle

Vernon Chapman Butler

Mandy Watts Maid

Austin Pool Dan (Grade 3)

G

Gladys O'Connor Tour Guide

Marcia Bennett 4th Grade Teacher

D

Diane Douglass Nurse

Tim Herlihy Architect

F

Frank Nakashima Architect

Joyce Gordon Lunch Lady

J

Jordan Lerner-Ellis Pothead

D

Daniel Lerner-Ellis Pothead

Robert Smigel Mr. Oblaski

Melissa Korzenko Nancy Connors

C

Colin Smith O'Doyle (Grade 9)

J

Jeff Moser Paul

Amos Crawley Rod

T

Tex Konig Crazy Person

E

Eduardo Gómez Crazy Person

Tanya Grant Joyce

B

Benjamin Barrett Tenth Grader

Matthew Ferguson Tenth Grader

S

Sean Lett O'Doyle (Grade 12)

S

Stacey Wheal Jennifer (Grade 3)

S

Shanna Bresee Susan (Grade 3)

Michael Ayoub Drama Teacher

L

Lawrence Nakamura Lawn Guy

Gino Veltri Rock Singer

Jim Downey Principal

B

Bob Rodgers Mr. O'Doyle

M

Margo Wladyka Mrs. O'Doyle

A

Allison Robinson Newswoman

Marcel Jean Gilles Haitian Gardener

Suzanna Shebib High School Girl

Justin Williams 3rd Grader

N

Nicholas A. Catalano 3rd Grader

Devon Codrington 3rd Grader

Nicole Harrison 3rd Grader

Lindsay Curran 3rd Grader

Brandi Tower 3rd Grader

Cassandra Forrester 3rd Grader

M

Matthew Tempest 3rd Grader

M

Michelle Toth 3rd Grader

C

Craig MacIsaac 3rd Grader

T

Tara Rooney 3rd Grader

Robby Cavallari 3rd Grader

R

Ryan Luis 3rd Grader

A

Alanna Budhoo 3rd Grader

S

Shomar Dejonge 3rd Grader

C

Carmela Bigioni 3rd Grader

Eric Aguilera 3rd Grader

K

Kevin Le Roy Jet Skier

Kelly Childerhose Jet Skier

Ken Shires Fire-eater

Steve Buscemi Danny McGrath (uncredited)

Chris Farley Bus Driver (uncredited)