Owen Wilson

(John Beckwith)

Vince Vaughn

(Jeremy Klein)

Christopher Walken

(Treasury Secretary William Cleary)

Rachel McAdams

(Claire Cleary)

Isla Fisher

(Gloria Cleary)

Jane Seymour

(Kathleen Cleary)

Ellen Albertini Dow

(Grandma Mary)

Keir O'Donnell

(Todd Cleary)

Bradley Cooper

(Zack "Sack" Lodge)

Ron Canada

(Randolph)

Henry Gibson

(Father O'Neil)

Jennifer Alden

(Christina)

Summer Altice

(Chaz's Girlfriend)

Betsy Ames

(Betty Cleary)

Camille Anderson

(Jennifer)

Diora Baird

(Vivian)

Jed Bernard

(Italian Wedding Swing Dancer)

Ivana Bozilovic

(Ivana)

Will Ferrell

(Chaz)