Adam Sandler as Happy Gilmore

Christopher McDonald as Shooter McGavin

Julie Bowen as Virginia Venit

Frances Bay as Grandma

Carl Weathers as Chubbs

Allen Covert as Otto

Robert Smigel as IRS Agent

Bob Barker as Bob Barker

Richard Kiel as Mr. Larson

Dennis Dugan as Doug Thompson

Joe Flaherty as Jeering Fan

Lee Trevino as Lee Trevino

Kevin Nealon as Potter

Verne Lundquist as Announcer

Jared Van Snellenberg as Happy's Waterbury Caddy

Ken Camroux-Taylor as Coach

Rich Elwood as Assistant Coach

Nancy Hillis as Terry

Helena Yea as Chinese Lady

Will Sasso as Mover

Dee Jay Jackson as Mover

Ellie Harvie as Registrar

Ian Boothby as Guy on Green

Andrew Johnston as Crowd Guy - Waterbury

Kim Restell as Crowd Girl - Waterbury

Fred Perron as Waterbury Heckler

Helen Honeywell as Crazy Old Lady

Paul Raskin as Starter #1 - Waterbury

William Samples as Starter #2 - AT&T

John Shaw as Daniel Lafferty

Ted Deekan as Auctioneer

John Destry as Zamboni Driver

James Crescenzo as Shooter's AT&T Caddy

Brett Armstrong as Shooter's Tournament Caddy

Peter Kelamis as Potter's Caddy

Stephen Tibbetts as Pro Golfer

Ed Lieberman as Pro Golfer

Donnie MacMillan as Young Happy

Louis O'Donoghue as Happy's Dad

Lisanne Collett as Happy's Mom

Stephen Dimopoulos as Italian Guy

Douglas Newell as Starter #4 - Pro-Am

Frank L. Frazier as Blue Collar Fan

David Kaye as Reporter

Zachary Webb as Batting Kid

Simon Webb as Doctor

Mark Lye as Mark Lye

Betty Linde as Elderly Woman

Dave Cameron as Reporter #2

Louis Kliman as Reporter #3

Brent Chapman as Official

Jessica Gunn as Signed Chest Woman

Phillip Beer as Cowboy Joe

Fat Jack as Jack Beard

Michelle Holdsworth as Babe on Green

Charles L. Brame as Abe Lincoln

Elizabeth Duff as Golf Fan (uncredited)

Carrie Anne Fleming as Donna (uncredited)

Jack Giarraputo as Sportscaster (uncredited)

Brennan Kotowich as Boy (uncredited)

Michael Roberds as Shirtless 'H' Fan (uncredited)

Joe Sakic as Player at Hockey Tryouts (uncredited)

Ben Stiller as Hal L. - Orderly in Nursing Home (uncredited)

Valarie Trapp as Valarie Trapp (uncredited)

Heath Young as Golf Fan (uncredited)