Owen Wilson Jack Michael Peña Argon Walker Scobell Charlie Momona Tamada Maya Keith L. Williams Berger Abigail James Witherspoon Lizzie Jesse Williams Irons Jessie Mueller Lily Dustin Ingram Jersey Charles Melton Hawaii Levy Tran Virginia Kezii Curtis Big Mac Dayna Beilenson Ms. Squint David Lengel Coach Skipper Ninja N. Devoe Officer Grant Lucius Baston Jerry the Janitor Labrandon Shead Berger's Dad Laila Pruitt Dance DJ Mallory Hoff Anchorwoman Zeb Slone Kid at the School Dance (uncredited) Owen Wilson Jack Michael Peña Argon Walker Scobell Charlie Momona Tamada Maya Keith L. Williams Berger Abigail James Witherspoon Lizzie Jesse Williams Irons Jessie Mueller Lily Dustin Ingram Jersey Charles Melton Hawaii Levy Tran Virginia Kezii Curtis Big Mac Dayna Beilenson Ms. Squint David Lengel Coach Skipper Ninja N. Devoe Officer Grant Lucius Baston Jerry the Janitor Labrandon Shead Berger's Dad Laila Pruitt Dance DJ Mallory Hoff Anchorwoman Zeb Slone Kid at the School Dance (uncredited)