Kicking and Screaming Cast

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 (as Elliot Cho)
Erik Walker - Ambrose
Dallas McKinney - Connor
Francesco Liotti - Gian Piero
Alessandro Ruggiero - Massimo
Sammy Fine - Jack
Timmy Deters - Alex
David Herman - Referee (as Dave Herman)
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 - Butcher Shop Employee
Frank Cassavetes - Butcher Shop Employee
Jose Vivanco - Butcher Shop Employee
Jarrad Paul - Beantown Employees
Robert Patrick Benedict - Beantown Employees
Martin Starr - Beantown Customers
Elizabeth Lackey - Beantown Customers (as Lisa Lackey)
Brian Palermo - Beantown Customers
Scott Adsit - Stew
Peter Jason - Clark
Gus Buktenica - Caring Soccer Dad
Jeffrey Noah - Phil (Age 9 & 11)
Kaitlyn Arens - Baby Phil
Harrison Doyle - Tigers
Christopher Garcia-Reyes - Tigers
Chase Klitzner - Tigers
Brandon Vincent - Tigers
Zach Hendrickson - Gladiators
Logan Rouse - Gladiators
Daniel Barrera - Gladiators
Brett Berman - Gladiators
Richard G. Fray II - Gladiators
Jeffrey Koval - Gladiators
Kyle Nathanson - Gladiators
Jeffrey Thomas Nemit III - Gladiators
Jack Polson - Gladiators
Wesley Taylor - Gladiators
Michael Uyehara - Gladiators
Tyler Reid West - Gladiators
Willie Amakye - Cosmos Player
rest of cast listed alphabetically:
Dan Metcalfe - Soccer Dan
Alex Borstein - Obnoxious Hummer Lady (uncredited)
Sara Firestone - Picnic Woman 2 (uncredited)
Heidemarie Fuentes - Soccer Parent (uncredited)
Devon Gearhart - Voice (uncredited)