Tommy Boy

Chris Farley

Thomas 'Tommy' Callahan III

David Spade

Richard Hayden

Brian Dennehy

Thomas 'Big Tom' Callahan

Julie Warner

Michelle Brock

Bo Derek

Beverly Barish, aka Beverly Burns

Rob Lowe

Paul Burns

Dan Aykroyd

Ray Zalinsky

Sean McCann

Frank Rittenhauer

Zach Grenier

Ted Reilly

James Blendick

Ron Gilmore

Paul Greenberg

Skittish Student

Robert K. Weiss

'No' Manager

Corey Sevier

Boy in Commercial

Lorri Bagley

Woman at Pool

John Farley

Roy

Kevin Farley

Guy at Dad's Party

Frank Welker

Deer (voice)

Adrian Truss

Cop#1

Clinton Turnbull

Young Tommy

Ryder Britton

Young Richard