Jamie Bell

Dean

Camilla Belle

Crystal

Justin Chatwin

Billy

Glenn Close

Carrie Johnson

Rory Culkin

Charlie Stiffle

Thomas Curtis

Charlie Bratley

Tim DeKay

Mr Peck

Lauren Holly

Boutique Owner

Carrie-Anne Moss

Jerri Falls

David Ellison

Student #1

William Fichtner

Mr. Bill Stiffle

Ralph Fiennes

Mayor Michael Ebbs

Richard Gleason

Parent #2

Caroline Goodall

Mrs. Parker

John Heard

Officer Lou Bratley

Jason Isaacs

Mr. Parker

Allison Janney

Allie Stiffle

Josh Janowicz

Troy

Eric Jungmann

Student #2

Jeffrey Vincent Parise

Aide to Mayor Ebbs

Lou Taylor Pucci

Lee

Max Van Ville

Student #3

Rita Wilson

Terri Bratley

Rachel Zeskind

Witness (uncredited)