Will Ferrell
Phil Weston
Robert Duvall
Buck Weston
Mike Ditka
Mike Ditka
Kate Walsh
Barbara Weston
Musetta Vander
Janice Weston
Dylan McLaughlin
Sam Weston
Josh Hutcherson
Bucky Weston
Steven Anthony Lawrence
Mark Avery
Jeremy Bergman
Hunter
Elliott Cho
Byong Sun
Erik Walker
Ambrose
Dallas McKinney
Connor
Francesco Liotti
Gian Piero
Alessandro Ruggiero
Massimo
Sammy Fine
Jack
Timmy Deters
Alex
David Herman
Referee
Rachael Harris
Ann Hogan
Laura Kightlinger
Donna Jones
Jim Turner
Jim Davidson 'The Captain'
Julia Campbell
Janet Davidson
Phill Lewis
John Ryan
David Bowe
Forest Avery
Matt Winston
Tom Hanna
Susan Barnes
Diana Ditka
Lu Elrod
Patty
Tom Virtue
Track & Field Coach
Karly Rothenberg
Jack's Mother
Joseph R. Sicari
Umberto
Timm Sharp
Butcher Shop Employee
Stasi Glenn Farbes
Butcher Shop Employee
Frank Cassavetes
Butcher Shop Employee
Jose Vivanco
Butcher Shop Employee
Jarrad Paul
Beantown Employee
Rob Benedict
Beantown Employee
Martin Starr
Beantown Customer
Lisa Lackey
Beantown Customer
Brian Palermo
Beantown Customer
Scott Adsit
Stew
Peter Jason
Clark
Gus Buktenica
Caring Soccer Dad
Jeffrey Noah
Young Phil
Kaitlyn Arens
Baby Phil
Harrison Doyle
Tiger
Christopher Garcia-Reyes
Tiger
Chase Klitzner
Tiger
Brandon Vincent
Tiger
Zach Hendrickson
Gladiator
Logan Rouse
Gladiator
Daniel Barrera
Gladiator
Brett Berman
Gladiator
Richard G. Fray II
Gladiator
Jeffrey Koval
Gladiator
Kyle Nathanson
Gladiator
Jeffrey Thomas Nemit III
Gladiator
Jack Polson
Gladiator
Wesley Taylor
Gladiator
Michael Uyehara
Gladiator
Tyler Reid West
Gladiator
Mason Lucero
Tarantula
Austin Marques
Tarantula
Vahe Nalbandian
Tarantula
Willie Amakye
Cosmos Player
Alex Borstein
Obnoxious Hummer Lady (uncredited)