- Alex D. Linz
- Max Keeble
- Larry Miller
- Principal Elliot T. Jindraike
- Jamie Kennedy
- Evil Ice Cream Man
- Zena Grey
- Megan
- Josh Peck
- Robe
- Nora Dunn
- Lily Keeble
- Robert Carradine
- Don Keeble
- Clifton Davis
- Supt. Bobby 'Crazy Legs' Knebworth
- Amy Hill
- Mrs. Rangoon
- Noel Fisher
- Troy McGinty
- Orlando Brown
- Dobbs
- Amber Valletta
- Ms. Dingman
- Justin Berfield
- Caption Writer
- Veronica Alicino
- Mrs. Talia
- Brooke Anne Smith
- Jenna
- Greg Lewis
- Janitor
- Chely Wright
- Mrs. Styles
- Jonathan Osser
- Worried Kid
- Cory Hodges
- Yearbook Photographer
- Kyle Sullivan
- Techie Kid
- Jordan Mahome
- Marley
- Myra
- Chelsea
- Sarah Rush
- Ms. Lane
- Chelsea Bond
- Mrs. Didion
- Shawn Pyfrom
- Bus Prankster
- Dennis Haskins
- Mr. Kohls
- Teddy Lane Jr.
- Phys Ed Teacher
- Martin Spanjers
- Runty Band Member
- Countess Vaughn
- Office Admin. Assistant
- Bryan Matsuura
- Eighth Grader #1
- Andy Morrow
- Eighth Grader #2
- Adam Lamberg
- Eighth Grader #3 on Bike
- Nick Albert
- Eighth Grader in Gym
- E.J. De La Pena
- Pudgy 7th Grader
- Ashly Holloway
- Adorable 6 Yr. Old Girl
- Brendan Hill
- Pimply 7th Grader
- Marcus Toji
- Food Fight Chess Player
- Zach Spound
- Julius Klinghoffer
- Alexandra Kaplan
- Kelly Lloyd
- Maximillian Kesmodel
- 4 Year Old Max
- Christian Boewe
- 6 Year Old Troy
- Jon Ryckman
- Slav #1 (Football Player)
- Steve Provenzano
- Slav #2 (Football Player)
- Joe Unitas
- Slav #3 (Football Player)
- Romeo Miller
- Lil Romeo
- Hopsin
- Pizza Parlor Kid
- Nicholas King
- Skater Wannabe
- Tony Hawk
- Tony Hawk
- Andrew James Allen
- Valdimir
- Jason Berry
- Student
- Mark Blackwell
- Pizza Guy
- P.J. Byrne
- D.J. / Young Executive (uncredited)
- Kira D. Foltz
- Female student
- Mike Karz
- Man with Briefcase
- Spencer Kayden
- Musician
- Carmen Lynch
- Extra girl student
- Loretta Shenosky
- Worried Kid's Mom
- Hernando Cortes Watson
- Student
- Jeffrey Weissman
- McGoogles
