David Greene
Brendan Fraser
Charlie Dillon
Matt Damon
Chris Reece
Chris O'Donnell
Rip Van Kelt
Randall Batinkoff
Mack" McGivern
Andrew Lowery
Chesty Smith
Ben Affleck
Jack Connors
Cole Hauser
Sally Wheeler
Amy Locane
Richard 'McGoo' Collins
Anthony Rapp
Cleary
Željko Ivanek
Headmaster Dr. Bartram
Peter Donat
Coach McDevitt
Kevin Tighe
Alan Greene
Ed Lauter
Mr. Gierasch
Michael Higgins
Allan Greene
Ed Lauter*
Miller
Stanton Denman
Lisa Beach
Grayson Dillon
John Cunningham
Chaplain
Peter McRobbie
Kocus
John Speredakos
Jane Dillon
Elizabeth Franz
Gray Dillon
Matt Hofherr
Bear
Victoria Hochberg
Bear
Jeff Hochendoner
Pat McCorkle
Nick
R.E. Rodgers
Kocus
John Sprerdakos
Weezer
Edward Seamon
Mr. Wheeler
Dan Desmond
Mrs. Wheeler
Claudia Everest
Tom Keating
Leon B. Stevens
Sarah
Cody Conklin
Petey
Benari Poulten
Keller
Sean Kent
Rick
Luke Jorgensen
Emile
Kent Osborne
Jack
Jayce Bartok*
Donald
Jeff Nichols
1st Boy
James Quinn
2nd Boy
Ryan Anderson
Swanson
Will Lyman
Winchester Headmaster
William Meisle
Mary Ellen
Susan Johnston
Joyce
Sandra Landers
Don
Ken Garito
Edie
Karen Shallo
Cal Reynolds
Gregory Chase
Chaperone
Alice Duffy
Boy in Shower
Thomas Rhett Kee
Swimming Coach
Jane Nichols
Boy in Dining Room
Colin F. Lydon
Annoucer
David Caldwell Allen