Lindsay Lohan as Maggie Peyton

Michael Keaton as Ray Peyton Sr.

Matt Dillon as Trip Murphy

Breckin Meyer as Ray Peyton Jr.

Justin Long as Kevin

Cheryl Hines as Sally

Jimmi Simpson as Crash

Scoot McNairy as Augie

Thomas Lennon as Larry Murphy

Jill Ritchie as Charisma

Jeremy Roberts as Crazy Dave

E.E. Bell as Beeman

Peter Pasco as Juan Hernandez

Mario Larraza as Miguel Hernandez

Patrick Cranshaw as Jimmy D.

Wendi McLendon-Covey as Girlfriend

Amy Hill as Female Doctor

Mark Deklin as ESPN Reporter

Scott Martin Gershin as Herbie (voice)

Jim Cody Williams as Monster Truck Driver

Allen Bestwick as Allen Bestwick

Benny Parsons as Benny Parsons

Jeff Gordon as Self

Jimmie Johnson as Self

Dale Jarrett as Self

Tony Stewart as Self

Stuart Scott as Self

Bob Dillner as SPEED Channel Reporter

Robert Ben Garant as Director

Tim Sitarz as Security Guard

Bruno Gunn as Bald Trip Fan

Andy Hillenburg as Crew Chief

Edmund L. Shaff as Dean

Caroline Limata as Female Fan

Mary-Bonner Baker as Female Fan

Rocky Soto as Trip Murphy Fan

Alanna Ubach as Reporter (uncredited)