- Heath Ledger
- Patrick Verona
- Julia Stiles
- Kat Stratford
- Joseph Gordon-Levitt
- Cameron James
- Larisa Oleynik
- Bianca Stratford
- David Krumholtz
- Michael Eckman
- Andrew Keegan
- Joey Donner
- Susan May Pratt
- Mandella
- Gabrielle Union
- Chastity
- Larry Miller
- Walter Stratford
- Daryl Mitchell
- Mr. Morgan
- Allison Janney
- Ms. Perky
- David Leisure
- Mr. Chapin
- Greg Jackson
- Scruvy
- Kyle Cease
- Bogey Lowenstein
- Terence Heuston
- Derek
- Cameron Fraser
- Trevor
- Eric Riedmann
- Audio Visual Guy
- Quinn Maixner
- Beautiful Jock
- Demegio Kimbrough
- Coffee Kid
- Todd Butler
- Coffee Kid
- Dennis Mosley
- Cohort
- Bianca Kajlich
- Coffee Girl
- Nick Vukelic
- Drugged Out Loser
- Ben Laurance
- Wimpy Loser
- Aidan Kennedy
- Laughing Loser
- Jelani Quinn
- Crying Loser
- Jesse Dyer
- Screaming Loser
- Aaron Therol
- Detention Student
- Carlos Lacamara
- Bartender
- Joshua Thorpe
- Jock
- J.R. Johnson
- MBA Guy at Party
- Wendy Gottlieb
- Heather
- Brian Hood
- Clem
- Travis Muller
- Cowboy
- Ari Karczag
- Kissing Guy
- Laura Kenny
- Judith
- Alice Evans
- Perky Girl
- Jesper Inglis
- Buckaroo Bartender
- Nick Brown
- Biker
- Monique Powell
- Save Ferris Singer
- Brian Mashburn
- Save Ferris Singer
- Kay Hanley
- Letters To Cleo Singer
- Michael Eisenstein
- Letters To Cleo Singer
- Michelle Babin
- Girl in Night Club
- Tim Bennett
- School Administrator
- Melique Berger
- Kat Stratford
- Shelsie Blake
- Bookstore Patron
- Greg Bronson
- Chef
- Frank Caraan
- Marching Band Leader
- Alex Hill
- Disc Jocky
- James Huffman
- Student
- Gil Junger
- Teacher
- Spencer Kayden
- NBC Radio Announcer
- Daniel Kountz
- Admirer #1
- Alisa Mackay
- Coffee Girl #2
- Katy Magnuson
- Beautiful Girl
- Amber Matthews
- Club Dancer #1
- Joshua Mosley
- Cohort
- Travis Nelson
- Lawn Chair Guy
- Bridget O'Neill
- Beautiful Girl
- Mar Party
- Frisbee Thrower
- Andrew Rome
- Nigel
- Justin Thoemke
- Football Kid
- Jordan Watt
- Coffee Kid
- Jay Zorich
- Roland / High School Security Cop (uncredited)
