Adam Sandler as Happy Gilmore

Julie Bowen as Virginia

Christopher McDonald as Shooter McGavin

Benny Safdie as Frank Manatee

Ben Stiller as Hal L

Bad Bunny as Oscar Mejías

John Daly as John Daly

Dennis Dugan as Doug Thompson

Haley Joel Osment as Billy Jenkins

Lavell Crawford as Slim Peterson

Jackie Sandler as Monica

Sadie Sandler as Charlotte

Sunny Sandler as Vienna

Maxwell Jacob Friedman as Gordie

Philip Schneider as Bobby

Ethan Cutkosky as Wayne

Conor Sherry as Terry

Steve Buscemi as Bad Neighbor Pat

Kevin Nealon as Gary Potter

Kym Whitley as Bessie

John Farley as Nate

Eric André as Steiner

Martin Herlihy as Fitzy

Margaret Qualley as Sally

Verne Lundquist as Verne Lundquist

Post Malone as DJ Omar Gosh

Jack Giarraputo as Jack Beard

Keegan Bradley as Keegan Bradley

Fred Couples as Fred Couples

Bryson DeChambeau as Bryson DeChambeau

Nick Faldo as Sir Nick Faldo

Tony Finau as Tony Finau

Rickie Fowler as Rickie Fowler

Jim Furyk as Jim Furyk

Sergio Garcia as Sergio Garcia

Charles Howell III as Charles Howell III

Brooks Koepka as Brooks Koepka

Hunter Mahan as Hunter Mahan / Present Happy Golf Double

Rory McIlroy as Rory McIlroy

Collin Morikawa as Collin Morikawa

Jack Nicklaus as Jack Nicklaus

Corey Pavin as Corey Pavin

Xander Schauffele as Xander Schauffele

Scottie Scheffler as Scottie Scheffler

Jordan Spieth as Jordan Spieth

Justin Thomas as Justin Thomas

Lee Trevino as Lee Trevino

Bubba Watson as Bubba Watson

Seth Waugh as Seth Waugh

Will Zalatoris as Will Zalatoris

Marcello Hernández as Esteban

Travis Kelce as The Waiter

Nick Swardson as Ben Daggett

Eminem as Donald Jr.

Robert Smigel as The Lawyer

Jon Lovitz as Dapper Man

Rob Schneider as Tricycle Cowboy

Blake Clark as Beach Man

Dan Patrick as Pat Daniels

Stephen A. Smith as Stephen A. Smith

Chris Berman as Chris Berman

Jim Gray as Jim Gray

Oliver Hudson as Harley

Fernando Marrero as Screech

Reggie Bush as 8 Ball

Rebecca Quin as Flex

Nikki Garcia as Medusa

Tim Herlihy as Dr. Hertz

Nelly Korda as Dr. Young

Nancy Lopez as Dr. Silver

Jonathan Loughran as Crazy Eye Orderly

Chris Titone as Repo Man

Boban Marjanović as Drago Larson

Judith Sandler as Drago's Mom

Lila Titone as Lila

Joseph Vecsey as Caddie Vecsey

Ted Scott as Scottie Scheffler's Caddie

Niall O'Connor as Rory McIlroy's Caddie

Brian Thompson as Brooks Koepka's Caddie

Blake Nathaniel Jones as Bryson Dechambeau's Caddie

Brady Duval as David Duval's Caddie

Quinn Dempsey Stiller as Will Zalatoris' Caddie

Kyle McDonough as Charles Howell's Caddie

Jraice Finau as Tony Finau's Caddie

Paige Spiranac as Dick's Sporting Goods Wendy

Ken Jennings as Ken Jennings

Carter Hambley as Jeopardy Contestant #1

Ling L. Titone as Jeopardy Contestant #2

Jana Sandler as Jeopardy Contestant #3

Robert Simonds as Neighbor at Grandma's

Ella Stiller as Liquor Store Cashier

Charlotte Reff as Charlotte's Friend

Chris Witaske as Tour Official

Charley Hull as Big Charley

Jim Downey as Championship Tour Starter

Jena Sims as Screech Fan Helena

Guy Fieri as Maxi Starter

Kid Cudi as FBI Agent

Sarah Sarandos as FBI Agent #2

Frank Coraci as 1950's Mobster

Sean Avery as Henchman #1

Chris Chelios as Henchman #2

Duke Giarraputo as Beer Funnel Guy

Ace Giarraputo as Towel Boy Ace

Julia Herlihy as Holly Sheet

Rosie McDonald as Sheila

Kelsey Plum as Municipal Starter

Andrew Watt as Municipal Starter's Boyfriend

Claudia Robinson as Old Lady at Pharmacy

Bobby Simonds as Mini Golf Tentacle Kid

Todd Vulpio as Tow Truck Driver

Scott Stuber as Rich Guy

Dwight Benjamin as Valet

Matt Mosko as Golf Instructor

Levi Reilly as Preppy Golf Kid

Joseph Vecsey Jr. as Little Drago

Roy Rafael Tusia as Gordie (6 Yrs Old)

Ellis Kraver as Gordie (10/12 Yrs Old)

Leo Turk as Bobby (8/10 Yrs Old)

Sullivan Flannery as Wayne (6/8 Yrs Old)

Mason Gozzi as Terry (6/8 Yrs Old)

Rocco Gozzi as Terry (6 Yrs Old)

Brigg Liberman as Gordie (16 Yrs Old)

Max Gottfried as Bobby (14 Yrs Old)

Phoenix Crepin as Wayne (10/12 Yrs Old)

Calhoun Metcalf as Terry (10 Yrs Old)

Loulou Lazarus as Vienna (6 Yrs Old)

J. Mandyam as Moving Truck Guy

Daniel Baker as Dick's Sporting Goods Spectator

Reed Dickens as Dick's Sporting Goods Spectator

Doug Behar as Yankee Orderly

Bryan Dilbeck as Tour Greeter Dilly

Ryan Robert Howard as Maxi Commercial Beer Belly Fan

Marcus Taormina as Maxi Commercial Beer Belly Fan

Dani Deetté as Officer Russell

Michael Everett Johnson as Officer Patterson

James Morgan Tullo as Jail Cell Inmate

Franky Tarantino as Jail Cell Inmate

Christopher Haynes as Jail Cell Inmate

Jonathan Noah Esposito as Championship Tour Spectator

Rasmus Zhezherya as Championship Tour Spectator

Alix Earle as Alix Earle

Cam'ron as Cam'ron

Treasure Wilson as Treasure Wilson

Sean Evans as Sean Evans

Bobby Lee as Bobby Lee

Andrew Santino as Andrew Santino

Brian Allen as 'Talk with Flee' Friend #1

Anthony Bray as 'Talk with Flee' Friend #2

Larry D Fisher Jr as 'Talk with Flee' Friend #3

Bianca S. Mendez as 'Talk with Flee' Friend #4

Taylor Ladwig as 'Hot Mess' Friend #1

Reilly Brumbach as 'Hot Mess' Friend #2

Max Kessler as Young Happy Body Double

Halle Waites as Vienna Dance Double

Alec Preston as Bobby Body Double

Brandon Alan Smith as Bear Performer

Allan B. Holt as Puppeteer

Erik Beck as Puppeteer

Peter A. Chevako as Puppeteer

Marcus Hunt as Puppeteer

Michael Papajohn as FBI Agent (uncredited)