Master Carvelle

Dustin Hoffman

Headmistress

Kathy Bates

Wooly

Kevin McHale

Gerard

Josh Lucas

Drake

Eddie Izzard

Ms. Steel

Debra Winger

Stet

Garrett Wareing

Devon

Joe West

Rafael 'Raffi' Abrams

River Alexander

Debbie

Erica Piccininni

Frederick

Sam Poon

Fernando

Dante Soriano

Andre

Grant Venable

Sally

Janine DiVita

Mrs. Kempner

Tijuana Ricks

Maestro Molina

Fernando Malvar-Ruiz

Stephanie

Mackenzie Wareing

Elise

Evelyn Manchester

Jimmy

Joseph Cardoso

Doctor

Sejal Shah

Prep School Boy

Jordan Fargo

Monty

Wade Mylius

Student

Richard Arthur Scola

Radio Voice / Stock Market Expert

Leigh Ann Taylor

Abby - secretary

Desi Mulcahy

Mr. Hardy

Fernando Mateo Jr.

ABC Coach

Wayne Wilson

Kid

Luke George Gardone

Leo

Antonio Manuel Nicholas

Priest

Rooter Wareing

Audience Member (uncredited)

Fred Evanko