Max Pomeranc
Josh Waitzkin
Joe Mantegna
Fred Waitzkin
Joan Allen
Bonnie Waitzkin
Ben Kingsley
Bruce Pandolfini
Michael Nirenberg
Jonathan Poe
Robert Stephens
Poe's Teacher
William H. Macy
Tunafish Father
Vasek Simek
Russian Park Player
Dan Hedaya
Tournament Director
Laura Linney
School Teacher
Anthony Heald
Fighting Parent
Steven Randazzo
Man of Many Signals
Chelsea Moore
Katya Waitzkin
Josh Mostel
Chess Club Regular
Josh Kornbluth
Chess Club Regular
Tony Shalhoub
Chess Club Member
Austin Pendleton
Asa Hoffman
Roman Dzindzichashvili
Himself
Jerry Poe McClinton
Park Player
Matt De Matt
Night Park Player
Vincent Smith
Washington Square Patzer
Jerry Rakow
Washington Square Patzer
William Colgate
Statistician
R.D. Reid
Final Tournament Director
Anthony McGowan
Park Dealer
Harris Krofchick
Running Chess Kid
Caroline Yeager
Screaming Mom
Andrew Sardella
Josh's Syracuse Opponent
Nathan Carter
Josh's Teammate
Nicholas Taylor
Birthday Friend
Jonathan Fazio
Birthday Friend
Nicky Mellina
Birthday Friend
Philip Neiman
Birthday Friend
Elizabeth Gropman
Birthday Friend
Joel Benjamin Mowdy
Himself
Bobby Fischer
Himself (archive footage)