The Kid

Bruce Willis

As Russ Duritz

Spencer Breslin

As Rusty Duritz

Emily Mortimer

As Amy

Lily Tomlin

As Janet

Jean Smart

As Deirdre Lefever

Chi McBride

As Kenny

Daniel von Bargen

As Sam Duritz

Dana Ivey

As Dr. Alexander

Stanley Anderson

As Bob Riley

Juanita Moore

As Kenny's Grandmother

Susan Dalian

As Giselle

Esther Scott

As Clarissa

Deborah May

As Governor

Vernee Watson

As Newsstand Cashier

Jan Hoag

As Newsstand Tourist

Melissa McCarthy

As Sky King Waitress

Elizabeth Arlen

As Gloria Duritz

Alexandra Barreto

As Flight Attendant

John Apicella

As Hot Dog Vendor

Brian McGregor

As Vince

Reiley McClendon

As Mark

Brian Tibbetts

As Herbert

Brian McLaughlin

As George

Steve Tom

As Lawyer Bruce

Marc Copage

As Lawyer Jim

Rod McLachlan

As Lawyer Seamus

Scott Mosenson

As Wedding Guest

Brian Fenwick

As Governor's Aide

Duke Faeger

As Governor's Other Aide

Toshiya Agata

As Sushi Chef

Joshua Finkel

As Josh

Lou Beatty Jr.

As General Manager

E.J. Callahan

As Principal

Daryl Anderson

As Janet's Husband

Darrell Foster

As Best Man

Michael Wajacs

As Security Guard

John Travis

As Chef Mike

Larry King

As Larry King

Jeri Ryan

As Larry King's Guest

Nick Chinlund

As Larry King's Guest

Stuart Scott

As Ritch Eisen

Rich Eisen

As Stuart Scott

Kevon Edmonds

As Wedding Singer

Julia Waters

As Backup Singer

Maxine Waters Willard

As Backup Singer

Stephanie Spruill

As Backup Singer

Tanisha Grant

As Bridesmaid (uncredited)

Viola Odette Harlow

As (uncredited)

Paul Moncrief

As Car Driver (uncredited)

Matthew Perry

As Mr. Vivian (uncredited)

Luigi Francis Shorty Rossi

As Tim (uncredited)

Gary Weeks

As Russ' Son (uncredited)

Harold Greene

As Harold Greene