Adam Sandler (Happy Gilmore)
Christopher McDonald (Shooter McGavin)
Julie Bowen (Virginia)
Frances Bay (Grandma)
Carl Weathers (Chubbs)
Ted Deeken (Auctioneer)
Jim Crescenzo (Shooter's AT&T Caddy)
Stephen Tibbetts (Pro Golfer)
Edward Lieberman (Pro Golfer)
Paul Raskin (1st Starter (Waterbury))
Kimberly Restell (Crowd Girl (Waterbury))
Ian Boothby (Guy on Green)
Ellie Harvie (Registrar)
Helena Yea (Chinese Lady)
Nancy McClure (Terry)
Donald MacMillan (Young Happy)
Louis O'Donoghue (Happy's Dad)
Charles L. Brame (Abraham Lincoln)
Fat Jack (Jack Beard)
Phillip Beer (Cowboy Joe)
Jessica Gunn (Signed Chest Woman)
Brent Chapman (Official)
Lou Kliman (Reporter)
Mark Lye (Himself)
Zachary Webb (Batting Kid)
Frank L. Frazier (Blue Collar Fan)
Lisanne Collett (Happy's Mom)
Rich Elwood (Assistant Coach)
Jared Van Snellenberg (Happy's Waterbury Caddie)
William Samples (2nd Starter (AT&T))
Dennis Dugan (Doug Thompson)
Lee Trevino (Himself)
John Shaw (Daniel Lafferty)
Fred Perron (Waterbury Heckler)
Kevin Nealon (Potter)
Betty Linde (Elderly Woman)
Richard Kiel (Mr. Larson)
Andrew Johnston (Crowd Guy (Waterbury))
D.J. Jackson (Mover)
Joe Flaherty (Jeering Fan)
Stephen Dimopoulos (Italian Guy)
Ken Camroux (Coach)
Ben Stiller (Hal (Nursing Home Orderly))
Simon Webb (Doctor)
Brett Armstrong (Shooter's Tournament Caddy)
Verne Lundquist (Announcer)
Michelle Holdsworth (Babe on Green)
Will Sasso (Mover)
Peter Kelamis (Potter's Caddy)
Robert Smigel (IRS Agent)
Helen Honeywell (Crazy Old Lady)
David Kaye (Reporter)
John Destrey (Zamboni Driver)
Dave Cameron (Reporter # 2)
Douglas Newell (Starter # 4 (Pro-Am))
Bob Barker (Himself)
Allen Covert (Otto)