Adam Sandler as Paul Crewe

Chris Rock as Caretaker

James Cromwell as Warden Hazen

Burt Reynolds as Coach Nate Scarborough

Nelly as Megget

William Fichtner as Captain Knauer

David Patrick Kelly as Unger

Tracy Morgan as Ms. Tucker

Cloris Leachman as Lynette

Michael Irvin as Deacon Moss

Bill Romanowski as Guard Lambert

Brian Bosworth as Guard Garner

Terry Crews as Cheeseburger Eddy

Nicholas Turturro as Brucie

Bill Goldberg as Battle

Kevin Nash as Guard Engleheart

Steve Austin as Guard Dunham

Bob Sapp as Switowski

Steve Reevis as Baby Face Bob

Lobo Sebastian as Torres

Dalip Singh as Turley

Joey Diaz as Big Tony

Edward Bunker as Skitchy Rivers

Michael Papajohn as Guard Papajohn

Conrad Goode as Guard Webster

Brandon Molale as Guard Malloy

Todd Holland as Guard Holland

Walter Williamson as Errol Dandridge

Allen Covert as Referee

Rob Schneider as Punky

Chris Berman as Self

Jim Rome as Self

Patrick Bristow as Walt

Lauren Sánchez as Self

Dan Patrick as Officer Jack Pugh

Christopher Neiman as Big Ear Cop

Ed Lauter as Duane

Sean Salisbury as Vic

Rob "Revolution" Moore as Gavin

Big Boy as Jesse

Michael H. Goodwyn as Con Transvestite

Ray Stoney as Con Transvestite

Michael Silas as Con Transvestite

Andre Fuentes as Con Transvestite

Lonnie Henderson as Con Transvestite

Asiel Hardison as Con Transvestite

Colin Kim as Con Transvestite

Mark Robert Ellis as Stretcher Guy

Timothy F. Crowley as Umpire

Mr. Porter as Basketball Convict

Bizarre as Basketball Convict

Proof as Basketball Convict

Kuniva as Basketball Convict

Bryan Burwell as Sportswriter

Sam Farmer as Sportswriter

Jay Glazer as Sportswriter

Peter King as Sportswriter

John McClain as Sportswriter

Adam Schefter as Sportswriter

Larry Weisman as Sportswriter

Marc S. Ganis as Lorenzo

Shane Ralston as Bradlee

Jenae Altschwager as Party Guest

Candace Juleff as Party Guest

Bryan Ross as Party Guest

Ricardo J. King as Press Box Technician

Stink Fisher as Cafeteria Prisoner

Jasper Pendergrass as Cafeteria Prisoner

Sean McNamara as Cafeteria Prisoner

Robert Harvey as Cafeteria Guard

Eric Chmielecki as Guard Sniper

Denise Marie Jerome as Guard Cheerleader

Jaayda McClanahan as Guard Cheerleader

Tara Wilson as Guard Cheerleader

Rachel Saydak as Guard Cheerleader

Cara-Lee Knodel as Guard Cheerleader

Nora Hassan as Guard Cheerleader

John Hockridge as Guard Hock

Courteney Cox as Lena (uncredited)

Jason Williams as Texas State Policeman (uncredited)

Steven Alford as K-9 Officer Beller (uncredited)

Kyle S. Brown as Football Fanatic (uncredited)

Swifty McVay as Basketball Convict (as Swift)