Vince Vaughn

as Ronny Valentine

Kevin James

as Nick Brannen

Winona Ryder

as Geneva Brannen

Jennifer Connelly

as Beth

Queen Latifah

as Dana

Channing Tatum

as Zip

Clint Howard

as Herbert Trimpy

Rance Howard

as Burt

Laura Whyte

as Sue

Amy Morton

as Diane Popovich

Talulah Riley

as Concept Car Spokesmodel

Chelcie Ross

as Thomas Fern

Heidi Johanningmeier

as Shoot the Puck Girl

Rebecca Spence

as Jackie

Grace Rex

as Cousin Betty

Mimi Sagadin

as B & V Worker

Eduardo N. Martinez

as Felix

Guy Van Swearingen

as Saul

Troy West

as Dr. Rosenstone

Mike McNamara

as Cousin James

Tim Rhoze

as Charles

Madison Dirks

as B & V Worker

Michael Patrick Thornton

as B & V Worker

Sandy Marshall

as Medic at Gardens

William Smillie

as Poissonier

Jillian Burfete

as Restaurant Server

Katie Korby

as Restaurant Server

Catherine Bruzzini

as Restaurant Patron

Laura Cooper

as Waitress

Mariko Hayashi-Hall

as Vietnamese Parlor Owner

Cheryl Hamada

as Vietnamese Parlor Worker

Gary Houston

as Camera Clerk

Wendy George

as Store Clerk

Keith Kupferer

as Bank Customer

Kevin Bigley

as Bank Customer

Christina Anthony

as Bank Customer

Philip Rayburn Smith

as Gilbert

Elaine Robinson

as Mom

Noah Jerome Schwartz

as Son

Chanté René Linwood

as El Train Patron

Kielor Roberts

as Diane's Son

Benjamin Toby Mullinkosson

as Skate Rat

Nick Brade

as Skate Rat

Michael Trnka

as Skate Rat

Karen Aldridge

as Receptionist

Gene Honda

as Shoot the Puck Announcer

Brennan Buhl

as Shoot the Puck Guy

William M. Connor

as Disgruntled Fan

Christopher Meister

as Concession Stand Customer

Charlie Hilbrant

as Concession Stand Customer

DuShon Monique Brown

as Weiner Circle Worker (uncredited)

Duke Czlonka

as Restaurant Patron (uncredited)

Joe DeBartolo

as Blackhawks Fan (uncredited)

Shannon Edwards

as Palm Garden Docent (uncredited)

Jessica Starr Folger

as Blackhawks Fan (uncredited)

Andrew Lee

as Gambler (uncredited)

Matthew LeFevour

as Ice Security (uncredited)

Ashley Lobo

as Blackhawks Ice Crew Girl (uncredited)

Bernadette Lords

as Jeep Auto Representative (uncredited)

Dave McNulty

as Businessman in Lobby (uncredited)

Carmine Perrelli

as Bar Patron (uncredited)

Eric Pierson

as Bank Customer (uncredited)

Steven James Price

as Chrysler Executive (uncredited)

Aaron Sauerland

as Blackhawks Fan (uncredited)

Walt Sloan

as Chrysler Employee (uncredited)

Jason Stebbings

as El Train Rider (uncredited)

January Stern

as Chrysler Executive (uncredited)

Stephanie Swearingen

as Auto Show Attendee (uncredited)