Billy Crystal
Artie Decker

Bette Midler
Diane Decker

Marisa Tomei
Alice Simmons

Tom Everett Scott
Phil Simmons

Bailee Madison
Harper Simmons

Joshua Rush
Turner Simmons

Kyle Breitkopf
Barker Simmons

Jennifer Crystal Foley
Cassandra

Rhoda Griffis
Dr. Schveer

Gedde Watanabe
Mr. Cheng

Tony Hawk
Tony Hawk

Steve Levy
Steve Levy

Cade Jones
Ivan Halloran

Mavrick Moreno
Cody

Madison Lintz
Ashley

Brad James
Rookie Cop

Christine Lakin
Helen

Ron Clinton Smith
Umpire Clark

Joe Knezevich
Kent

Jody Thompson
Aaron

Maia Moss-Fife
Samantha

Jan Harrelson
Babaloo

Dwayne Boyd
Lowell

Tiffany Morgan
Amanda

Kathleen Hogan
Betsy

Patricia French
Rose

Nate Panning
Coach Bostick

Matthew Warzel
Josh

Peter Luis Zimmerman
Nate

Marla Malcolm
Emma

Karan Kendrick
Lisa

Bart Hansard
Joey

Brett Cooper
Speech Student (uncredited)