Matthew Broderick as Jim McAllister

Reese Witherspoon as Tracy Enid Flick

Chris Klein as Paul Metzler

Jessica Campbell as Tammy Metzler

Mark Harelik as Dave Novotny

Phil Reeves as Walt Hendricks

Molly Hagan as Diane McAllister

Delaney Driscoll as Linda Novotny

Colleen Camp as Judith R. Flick

Frankie Ingrassia as Lisa Flanagan

Matt Malloy as Vice-Principal Ron Bell

Jeanine Jackson as Jo Metzler

Holmes Osborne as Dick Metzler

Loren Nelson as Custodian

Nicholas D'Agosto as Larry Fouch

Emily Martin as Girl in Crisis

Jonathan Marion as Derek - Classroom Student

Amy Falcone as Michelle - Classroom Student

Matt Justesen as 'Eat Me' Boy

Nick Kenny as 'Eat Me' Boy's Buddy

B.J. Tobin as Adult Video Actor

Christa Young as Adult Video Actress

David V. Wenzel as Eric

Joel Parks as Jerry Slavin

Larry Kaiser as Chemistry Teacher

Marilyn Tipp as Carver Office Lady

Jeannie Brayman as Faculty Ballot-Giver

James Devney as Motel Clerk

L. Carmen Novoa as Spanish Teacher

Jason Paige as Kid in Georgetown Hall

Matt Golden as Kid in Georgetown Hall

Heather Koenig as Kid in Georgetown Hall

Jillian Crane as Jillian

Kaitlin Ferrell as Jennifer (uncredited)

John Ponzio as Georgetown Student (uncredited)

Rohan Quine as Village Guy (uncredited)