Lewis Black

as Oliver Porter

Wilmer Valderrama

as Zach Van Bourke

Tyler James Williams

as Charlie Goldfinch

Dyllan Christopher

as Spencer Davenport

Brett Kelly

as Timothy 'Beef' Wellington

Gia Mantegna

as Grace Conrad

Quinn Shephard

as Donna Malone

Paget Brewster

as Valerie Davenport

Rob Corddry

as Sam Davenport

Dominique Saldaña

as Katherine Davenport

Jessica Walter

as Cindi

Rob Riggle

as Head Guard Hoffman

Michelle Sandler

as Mary Lynn

David Koechner

as Ernie

B.J. Novak

as Desk Attendant

Mindy Kaling

as Restaurant Hostess

Kevin McDonald

as Guard in the Hall #1

Bruce McCulloch

as Guard in the Hall #2

Mark McKinney

as Guard in the Hall #3

Dave Allen

as Gas Station Attendant

Steve Bannos

as Tree Salesman

Tony Hale

as Alan Davies

Cedric Yarbrough

as Melvin Goldfinch

Kristen Wiig

as Carole Malone

Nick Thune

as Handsome Santa

Heather Beers

as Flight Attendant

Allie Mac Kay

as Perky Presenter

Sandra Tsing Loh

as UM Room Attendant

Michael Maiello

as UM Room Attendant

Wayne Federman

as Airport Attendant

Annette Wright

as Airport Attendant

Ben Falcone

as Santa at Mall

Al Roker

as Self

Stan Ellsworth

as Huge Guy at Hotel

Stephen Liska

as Hotel Desk Clerk

Lauren McKnight

as Jetsetter

Noah Bastian

as Jetsetter

Shareece Pfeiffer

as Pretty Mall Girl

Darren Ewing

as Admiral's Club Host

Joe Lookinland

as Bully

Brooks Bedore

as Bully

Lerin Porter

as Owen Marks

Gary Morgan

as Baggage Handler

Jim Wilkey

as Baggage Handler

Hayden Holbrook

as Bathroom Boy

Benjamin Ho

as Bathroom Boy

Tyler Scott Drewes

as Tough Kid

Kim W. Powell

as Ivy League Santa

Micaela Nelligan

as Beef's Mom

Conrad E. Palmisano

as Santa

Haley Fife

as Beef's Pretty Girl

Alisa Taylor

as Girlfriend

Ana Queren Seabra

as Girlfriend

Mallory Bouchard

as Girlfriend

Thomas Conroy

as Security Monitor

Cal Nguyen

as Soldier (uncredited)

Teri Garr

as Aunt Judy / Valerie’s Sister