Adam Sandler
as Jack / Jill

Al Pacino
as Al Pacino

Katie Holmes
as Erin

Elodie Tougne
as Sofia Sadelstein

Rohan Chand
as Gary Sadelstein

Eugenio Derbez
as Felipe / Felipe's Grandma

David Spade
as Monica

Nick Swardson
as Todd

Tim Meadows
as Ted

Allen Covert
as Otto

Norm Macdonald
as Funbucket

Geoff Pierson
as Carter Simmons

Valerie Mahaffey
as Bitsy Simmons

Gary Valentine
as Dallas

Dana Carvey
as Scraggly Puppeteer

Regis Philbin
as Regis Philbin

Gad Elmaleh
as Xavier

Dan Patrick
as Dan Patrick

Shaquille O'Neal
as Shaquille O'Neal

Drew Carey
as Drew Carey

John McEnroe
as John McEnroe

Christie Brinkley
as Christie Brinkley

Michael Irvin
as Michael Irvin

Bill Romanowski
as Bill Romanowski

Jared Fogle
as Jared Fogle

Billy Blanks
as Billy Blanks

Vince Offer
as Sham-Wow Guy

Caitlyn Jenner
as Bruce Jenner

Jackie Seiden
as Tracy

Sadie Sandler
as Little Girl on Ship

Sunny Sandler
as Little Girl on Ship

Georgia Hatzis
as Carol

Jonathan Loughran
as Monica's Boyfriend

Peter Dante
as Carol's Boyfriend

J.D. Donaruma
as Tracy's Boyfriend

Tyler Spindel
as Coco's Waiter

Owen Benjamin
as Angry Moviegoer #1

Chris Titone
as Angry Moviegoer #2

John Farley
as Mort the Hot Dog Vendor

Dennis Dugan
as Al Pacino's Standby

Robert C. Lopez
as Jose

Jalen Testerman
as Jose Jr.

Simrin C. Player
as Josephina

Gerardo Hernandez Beltran
as Felipe's Brother

Kadyr Gutierrez
as Soccer Player

Virginia Louise Smith
as Actress / Queen Elizabeth

Daniel Silverberg
as Stage Manager

Richard Kline
as Theatergoer #1

Donald Agnelli
as Theatergoer #2

Joseph Balderrama
as Spanish Valet

Luis Fernandez-Gil
as Cruise Ship Director

Ruben Rabasa
as Bathroom Attendant

Nick Gillie
as Dunkin' Donuts Customer

Andy Goldenberg
as Dunkin' Donuts Employee #1

Marisa Field
as Dunkin' Donuts Employee #2

George Gray
as The Price Is Right Announcer

Manuela Arbeláez
as The Price is Right Showcase Girl

Gwendolyn Osborne-Smith
as The Price is Right Showcase Girl

Rachel Reynolds
as The Price Is Right Showcase Girl

Anna Mathias
as The Price is Right Contestant

Robert Harvey
as Fan

Lawrence Tanter
as Lakers PA Announcer

Eric Lamonsoff
as Documentary Twin

Schmeric Lamonsoff
as Documentary Twin

Kara Pacitto
as Documentary Twin

Rafael Feldman
as Documentary Twin

Yan Feldman
as Documentary Twin

David Sontag
as Documentary Twin

Larry Sontag
as Documentary Twin

Logan Raskin
as Documentary Twin

Roger Raskin
as Documentary Twin

Erica Jaye Green
as Documentary Twin

Lina Green
as Documentary Twin

Tiana Madry
as Documentary Twin

Tiara Madry
as Documentary Twin

January Welsh
as Documentary Twin

Marissa Welsh
as Documentary Twin

Gary Lane
as Documentary Twin

Larry Lane
as Documentary Twin

Dingani Beza
as Documentary Twin

Zondwayo Beza
as Documentary Twin

Jammer
as Documentary Twin

Slammer
as Documentary Twin

Patty Palmer
as Documentary Twin

Diane Palmer
as Documentary Twin

Alex Burkart
as Documentary Twin

Nathan Burkart
as Documentary Twin

Richard Harris
as Documentary Twin

Ron Harris
as Documentary Twin

Rachel Rife
as Documentary Twin

Rebekah Rife
as Documentary Twin

Elijah Gipson
as Documentary Twin

Elleah Gipson
as Documentary Twin

Katie Cockrell
as Documentary Twin

Kellie Cockrell
as Documentary Twin

Joel Harold
as Documentary Twin

Joseph Harold
as Documentary Twin

Alexis Stier
as Documentary Twin

Megan Stier
as Documentary Twin

Albert Pugliese
as Documentary Twin

Gregory Pugliese
as Documentary Twin

Jordan Tindall
as Documentary Twin

Lance Tindall
as Documentary Twin

Miles Tindall
as Documentary Twin

Johnny Depp
as Johnny Depp (uncredited)

Erica Abke
as Teen Jack's Love Interest (uncredited)

Claudia Adams
as Angry Theatre Patron #1 (uncredited)

Nick Baga
as Dunkin' Donuts' Dunkaccino Guy (uncredited)

Fileena Bahris
as Theatergoer (uncredited)

Derek Baker
as Fan (uncredited)

Luke Broadlick
as Dunkin' Donuts Employee (uncredited)

Erin Shae Bryan
as Sister Watching Double Dutch (uncredited)

Kobe Bryant
as Kobe Bryant (archive footage) (uncredited)

Peter Chudyba
as Cruise Waiter (uncredited)

Billy Concha
as Commercial Crew Member (uncredited)

Sarah Davidson
as Sexy Donut Girl (uncredited)

Louis Fasanaro
as Theatergoer (uncredited)

Patrick H. Fox
as Cruise Passenger (uncredited)

Lacey Marisa Friedman
as Dancing Girl (uncredited)

Gianna Gomez
as Felipe's Niece (uncredited)

Fouad Hajji
as Bar Patron (uncredited)

Betsy Hammer
as Bar Patron (uncredited)

Matthew P. Hanson
as Dunkin Donuts Announcer (uncredited)

Fatimah Hassan
as Nurse (uncredited)

Vahid Jafroodi
as Party Guest (uncredited)

Jaelyn Jones
as Party Guest (uncredited)

Amina Julianna
as Juanita (uncredited)

Kristin Michelle Keating
as Advertising Office Worker (uncredited)

Carmen Kirby
as Movie Goer (uncredited)

Diamond Nicole Landeen
as Balloon Girl (uncredited)

Glen Mauro
as Twin #1 (uncredited)

Gary Mauro
as Twin #2 (uncredited)

Anna Mezentseva
as European Tourist (uncredited)

Brett Nichols
as Male Nurse (uncredited)

David Osmond
as Price Is Right Contestant (uncredited)

Julian Perrin
as Cashier (uncredited)

Yvette Rachelle
as Yvette (uncredited)

Jazmine Ramay
as Murmerer (uncredited)

Tia Robinson
as Theatregoer (uncredited)

Santiago Segura
as Eduardo (uncredited)

Patrice Sepulveda
as Cruiseship Passenger (uncredited)

Zach Siegwarth
as Movie Theater Customer #4 (uncredited)

Ashley Speegle
as Jared Fogle's Date (uncredited)

Ivan Velez
as Dunkin Donuts Employee (uncredited)

Lloyd G. Vincent
as Soccer Player (uncredited)

Alexis Wilkins
as Sistine Chapel Girl (uncredited)

Laramie Williams
as The Price is Right Contestant (uncredited)