Characters played by Brendan Fraser
David Greene
Characters played by Matt Damon
Charlie Dillon
Characters played by Chris O'Donnell
Chris Reece
Characters played by Randall Batinkoff
Rip Van Kelt
Characters played by Andrew Lowery
'Mack' McGivern
Characters played by Cole Hauser
Jack Connors
Characters played by Ben Affleck
Chesty Smith
Characters played by Anthony Rapp
Richard 'McGoo' Collins
Characters played by Amy Locane
Sally Wheeler
Characters played by Peter Donat
Headmaster Dr. Bartram
Characters played by Zeljko Ivanek
Mr. Cleary
Characters played by Kevin Tighe
Coach McDevitt
Characters played by Michael Higgins
Mr. Gierasch
Characters played by Ed Lauter
Alan Greene
Characters played by Peter McRobbie
Chaplain
Characters played by John Cunningham
Grayson Dillon
Characters played by Elizabeth Franz
Jane Dillon
Characters played by Matt Hofherr
Gray Dillon
Characters played by Jeff Hochendoner
Bear
Characters played by R.E. Rodgers
Nick
Characters played by John Speredakos
Kocus
Characters played by Edward Seamon
Weezer
Characters played by Dan Desmond
Mr. Wheeler
Characters played by Claudia Everest
Mrs. Wheeler
Characters played by Leon B. Stevens
Tom Keating
Characters played by Cody Conklin
Sarah Greene
Characters played by Benari Poulten
Petey Greene
Characters played by Stanton Denman
Miller
Characters played by Sean Kent
Keller
Characters played by Luke Jorgensen
Rick
Characters played by Kent Osborne
Emile
Characters played by Jayce Bartok
Jack
Characters played by Jeff Nichols
Donald
Characters played by James Donnell Quinn
Boy #1
Characters played by Ryan Anderson
Boy #2
Characters played by Will Lyman
Swanson
Characters played by William Meisle
Winchester Headmaster
Characters played by Susan Johnston
Mary Ellen
Characters played by Sandra Landers
Joyce
Characters played by Ken Garito
Don
Characters played by Karen Shallo
Edie
Characters played by Gregory Chase
Cal Reynolds
Characters played by Alice Duffy
Chaperone
Characters played by Thomas Kee
Boy in Shower
Characters played by Jane Nichols
Swimming Coach
Characters played by Colin F. Lydon
Boy in Dining Room
Characters played by David Caldwell Allen
Announcer
Characters played by Thomas Downey
Stand-In
Sudent
Characters played by Eric Bruno Borgman
Senior Student
Characters played by Howard Breslau
Ambulance Attendant
Characters played by Stephen Brown
Cheerleader
Actor
Characters played by Lisa Carpentier
Student at Dance
Characters played by Terry Clarey
Football Player
Characters played by Scott J. Fisher
Mechanic in Diner
Characters played by Michael Frates
Student
Characters played by Mark Garrigus
Prep School Student
Characters played by Mark Heenehan
Radio Man
Characters played by Lyrical
Basketball Player at School Dance
Characters played by Seth William Meier
Boy #3
Characters played by Dale Resteghini
Biker
Characters played by Brian Rivers
Scranton Pennsylvania Teen
Characters played by Joel D. Seger
Prep School Student
Characters played by Shawn Patrick Burke
Football player white jersey blue helmet