Macaulay Culkin as Richie Rich

John Larroquette as Lawrence Van Dough

Edward Herrmann as Richard Rich

Christine Ebersole as Regina Rich

Jonathan Hyde as Herbert Cadbury

Michael Maccarone as Tony

Joel Robinson as Omar

Jonathan Hilario as Pee Wee

Rory Culkin as Young Richie

Michael McShane as Professor Keenbean

Chelcie Ross as Ferguson

Mariangela Pino as Diane Pazinski

Stephi Lineburg as Gloria Pazinski

Reggie Jackson as Baseball Coach

Claudia Schiffer as Aerobics Instructor

Ben Stein as School Teacher

Rachel Stephens as Richie's Secretary

Frank Welker as Special Vocal Effects (voice)

Wanda Christine as Newswoman at Factory

Stacy Logan as Nash

Eddie Bo Smith Jr. as Ambler

Rob Riley as President

David Fawcett as Chauffeur

Dawn Maxey as Van Dough's Secretary

Ben Stein as Teacher

Diann Burns as Newscaster

Sean A. Tate as Reynolds