Max Pomeranc as Josh Waitzkin

Joe Mantegna as Fred Waitzkin

Joan Allen as Bonnie Waitzkin

Ben Kingsley as Bruce Pandolfini

Laurence Fishburne as Vinnie

Michael Nirenberg as Jonathan Poe

Robert Stephens as Poe's Teacher

David Paymer as Kalev

Hal Scardino as Morgan

William H. Macy as Tunafish Father

Vasek Simek as Russian Park Player

Dan Hedaya as Tournament Director

Laura Linney as School Teacher

Anthony Heald as Fighting Parent

Steven Randazzo as Man of Many Signals

Chelsea Moore as Katya Waitzkin

Josh Mostel as Chess Club Regular

Josh Kornbluth as Chess Club Regular

Tony Shalhoub as Chess Club Member

Austin Pendleton as Asa Hoffman

Tom McGowan as Reporter

Ona Fletcher as Reporter

Kamran Shirazi as Himself

Roman Dzindzichashvili as Himself

Jerry Poe McClinton as Park Player

Matt De Matt as Night Park Player

Vincent Smith as Washington Square Patzer

Jerry Rakow as Washington Square Patzer

William Colgate as Statistician

Tony De Santis as Jounalist

R.D. Reid as Final Tournament Director

Anthony McGowan as Park Dealer

Katya Waitzkin as 82nd Girl

Ryder Fleming-Jones as Petey

Harris Krofchick as Running Chess Kid

John Bourgeois as Gym Parent

Maria Ricossa as Gym Parent

Caroline Yeager as Screaming Mom

Andrew Sardella as Josh's Syracuse Opponent

Nathan Carter as Josh's Teammate

Nicholas Taylor as Birthday Friend

Jonathan Fazio as Birthday Friend

Nicky Mellina as Birthday Friend

Philip Neiman as Birthday Friend

Elizabeth Gropman as Birthday Friend

Joel Benjamin Mowdy as Himself

Bobby Fischer as Himself (archive footage)