The Dilemma

Vince Vaughn

Ronny Valentine

Kevin James

Nick Brannen

Winona Ryder

Geneva Brannen

Jennifer Connelly

Beth

Queen Latifah

Dana

Channing Tatum

Zip

Clint Howard

Herbert Trimpy

Rance Howard

Burt

Laura Whyte

Sue

Amy Morton

Diane Popovich

Talulah Riley

Concept Car Spokesmodel

Chelcie Ross

Thomas Fern

Heidi Johanningmeier

Shoot the Puck Girl

Rebecca Spence

Jackie

Grace Rex

Cousin Betty

Mimi Sagadin

B & V Worker

Eduardo N. Martinez

Felix

Guy Van Swearingen

Saul

Troy West

Dr. Rosenstone

Mike McNamara

Cousin James

Tim Rhoze

Charles

Madison Dirks

B & V Worker

Michael Patrick Thornton

B & V Worker

Sandy Marshall

Medic at Gardens

William Smillie

Poissonier

Jillian Burfete

Restaurant Server

Katie Korby

Restaurant Server

Catherine Bruzzini

Restaurant Patron

Laura Cooper

Waitress

Mariko Hayashi-Hall

Vietnamese Parlor Owner

Cheryl Hamada

Vietnamese Parlor Worker

Gary Houston

Camera Clerk

Wendy George

Store Clerk

Keith Kupferer

Bank Customer

Kevin Bigley

Bank Customer

Christina Anthony

Bank Customer

Philip Rayburn Smith

Gilbert

Elaine Robinson

Mom

Noah Jerome Schwartz

Son

Chanté René Linwood

El Train Patron

Kielor Roberts

Diane's Son

Benjamin Toby Mullinkosson

Skate Rat

Nick Brade

Skate Rat

Michael Trnka

Skate Rat

Karen Aldridge

Receptionist

Gene Honda

Shoot the Puck Announcer

Brennan Buhl

Shoot the Puck Guy

William M. Connor

Disgruntled Fan

Christopher Meister

Concession Stand Customer

Charlie Hilbrant

Concession Stand Customer

DuShon Monique Brown

Weiner Circle Worker (uncredited)

Duke Czlonka

Restaurant Patron (uncredited)

Joe DeBartolo

Blackhawks Fan (uncredited)

Shannon Edwards

Palm Garden Docent (uncredited)

Jessica Starr Folger

Blackhawks Fan (uncredited)

Andrew Lee

Gambler (uncredited)

Matthew LeFevour

Ice Security (uncredited)

Ashley Lobo

Blackhawks Ice Crew Girl (uncredited)

Bernadette Lords

Jeep Auto Representative (uncredited)

Dave McNulty

Businessman in Lobby (uncredited)

Carmine Perrelli

Bar Patron (uncredited)

Eric Pierson

Bank Customer (uncredited)

Steven James Price

Chrysler Executive (uncredited)

Aaron Sauerland

Blackhawks Fan (uncredited)

Walt Sloan

Chrysler Employee (uncredited)

Jason Stebbings

El Train Rider (uncredited)

January Stern

Chrysler Executive (uncredited)

Stephanie Swearingen

Auto Show Attendee (uncredited)

Caprice Cole

Blackhawk Fan (uncredited)