Kirsten Dunst

Lux Lisbon

Josh Hartnett

Trip Fontaine

James Woods

Mr. Lisbon

Kathleen Turner

Mrs. Lisbon

Michael Paré

Adult Trip Fontaine

A.J. Cook

Mary Lisbon

Hanna Hall

Cecilia Lisbon

Leslie Hayman

Therese Lisbon

Chelse Swain

Bonnie Lisbon

Giovanni Ribisi

Narrator (voice)

Anthony DeSimone

Chase Buell

Lee Kagan

David Barker

Robert Schwartzman

Paul Baldino

FourTee

Parkie Denton

Jonathan Tucker

Tim Weiner

Scott Glenn

Father Moody

Danny DeVito

Dr. Horniker

Hayden Christensen

Jake Hill Conley

Joe Roncetti

Kevin Head

Chris Hale

Peter Sisten

Joe Dinicol

Dominic Palazzolo

Suki Kaiser

Lydia Perl

Dawn Greenhalgh

Mrs. Scheer

Allen Stewart-Coates

Mr. Scheer

Sherry Miller

Mrs. Buell

Jonathan Whittaker

Mr. Buell

Michèle Duquet

Mrs. Denton

Murray McRae

Mr. Denton

Roberta Hanley

Mrs. Weiner

Paul Sybersma

Joe Larson

Susan Sybersma

Mrs. Larson

Peter Snider

Trip's Dad

Gary Brennan

Donald

Charles Boyland

Curt Van Osdol

Dustin Ladd

Chip Willard

Kristin Fairlie

Amy Schraff

Melody Johnson

Julie

Sheyla Molho

Danielle

Ashley Ainsworth

Sheila Davis

Courtney Hawkrigg

Grace

Tim Hall

Kurt Siles

Amos Crawley

John

Sally Cahill

Mrs. Hedlie

Timothy Adams

Buzz Romano

Neil Girvan

Drunk Man in Pool

John Buchan

John (Lydia's Boss) (uncredited)

Thomas Mars

Prom Night Guest (uncredited)