Billy Crystal as Artie Decker

Bette Midler as Diane Decker

Marisa Tomei as Alice Simmons

Tom Everett Scott as Phil Simmons

Bailee Madison as Harper Simmons

Joshua Rush as Turner Simmons

Kyle Breitkopf as Barker Simmons

Jennifer Crystal Foley as Cassandra

Rhoda Griffis as Dr. Schveer

Gedde Watanabe as Mr. Cheng

Tony Hawk as Tony Hawk

Steve Levy as Steve Levy

Cade Jones as Ivan Halloran

Mavrick Moreno as Cody

Madison Lintz as Ashley

Corey James Wright as Drayton Glass

Justin R. Kennedy as Brad Zolick

Fyodor Cherniavsky as Orchestra Conductor

Brad James as Rookie Cop

Christine Lakin as Helen

Ron Clinton Smith as Umpire Clark

Hunter Weeks as Dino

Joe Knezevich as Kent

Jody Thompson as Aaron

Maia Moss-Fife as Samantha

Jan Harrelson as Babaloo

Dwayne Boyd as Lowell

Tiffany Morgan as Amanda

Kathleen Hogan as Betsy

Gina Herron as Carol

Patricia French as Rose

Nate Panning as Coach Bostick

Joanna Daniel as Lauren

Kendra Goehring-Garnett as Doris Halloran

Matthew Warzel as Josh

Peter Luis Zimmerman as Nate

Erin O'Connor as Clara

Audray McCroskey as Gwen

Marla Malcolm as Emma

Troy Michael Simeon as Parker

Daniel Fridkin as Chet Halloran

Jade Nicolette as Lulu

Karan Kendrick as Lisa

Bart Hansard as Joey

Ralph Branca as Legendary Judge

Brett Cooper as Speech Student (uncredited)