Episode 1
Deathbowl '99
Jan 31, 1999
1. Dolly Parton vs. Jennifer Lopez 2. Madonna vs. Michael Jackson 3. Mike Tyson vs. Evander Holyfield
Episode 2
The Battle of Boys With Toys
Feb 4, 1999
1. Ice Cube vs. Ice-T 2. Robert DeNiro vs. Al Pacino 3. Backstreet Boys vs. Beastie Boys
Episode 3
Magic, Flashbacks and Pregnancies
Feb 11, 1999
1. Calista Flockhart vs. Lucy Lawless 2. Boy George vs. Don Johnson 3. Penn & Teller vs. Siegfried & Roy
Episode 4
The Time Machine
Feb 18, 1999
1. Jennifer Aniston vs. Courteney Cox vs. Lisa Kudrow 2. Sean Connery vs. Roger Moore 3. Gandhi vs. Genghis Khan
Episode 5
The Unknown Murderer
Feb 25, 1999
1. Moses vs. Pharaoh 2. Larry King vs. Geraldo Rivera 3. Neve Campbell vs. Sarah Michelle Gellar
Episode 6
Celebrity Deathmatch Internacional
Mar 4, 1999
1. Paul Hogan vs. Mel Gibson 2. Antonio Banderas vs. Cheech Marin 3. Fabio vs. Bono vs. Yoko Ono
Episode 7
The End of the Real World
Mar 11, 1999
1. Kate Moss vs. Claudia Schiffer vs. Tyra Banks 2. William Shakespeare vs. Busta Rhymes 3. The Real World's: Puck vs. Jon vs. Tami vs. Jacinda
Episode 8
Celebrity Deathmatch - The Motion Picture
Apr 22, 1999
It features fights that are about the elements of movies. The fights are Martin Scorsese vs. Oliver Stone in Fight 1, Fight 2 is Groucho Marx vs. John Wayne, and the Main Event is Cameron Diaz vs. Meryl Streep.
Episode 9
Cable Day
May 6, 1999
1. Emeril Lagasse vs. The Two Fat Ladies 2. Matt Pinfield vs. Jesse Camp 3. Alex Trebek vs. Pat Sajak
Episode 10
4th of July Celebration
Jul 1, 1999
1. Bill Clinton vs. Kenneth Starr 2. James Van Der Beek vs. Saddam Hussein 3. Abe Lincoln vs. George Washington
Episode 11
Family Night I
Jul 8, 1999
1. Charlie Sheen vs. Emilio Estevez 2. Eric & Julia Roberts vs. Donny & Marie Osmond 3. Bob & Jakob Dylan vs. Jerry & Ben Stiller
Episode 12
Censoring Problems
Jul 15, 1999
1. Tommy Lee vs. Ron Jeremy 2. Alanis Morissette vs. Jewel 3. The Three Stooges vs. The Three Tenors
Episode 13
Salute to Laughter
Jul 22, 1999
It's comedian time! 1. Dennis Miller vs. Carrot Top 2. Rodney Dangerfield vs. Don Rickles Main Event: Billy Crystal vs. Robin Williams vs. Whoopi Goldberg
Episode 14
The Laser Pointer
Jul 29, 1999
1. Elton John vs. Ozzy Osbourne 2. Martha Stewart vs. Sandra Bernhard Main Event: Tom Hanks vs. Sean Penn
Episode 15
Robot Nicky
Aug 5, 1999
1. Ricky Schroder vs. Gary Coleman 2. Lauryn Hill vs. Shania Twain 3. Hugh Grant vs. All-comers [ Clint Eastwood, Harvey Keitel, & Andy Dick ]
Episode 16
The Prophecy
Oct 7, 1999
1. Dennis Franz vs. Sammo Hung 2. Steven Wright vs. Chris Tucker 3. Gwyneth Paltrow vs. Winona Ryder
Episode 17
In The Memory Of Stacy Cornbred
Oct 14, 1999
1. Cher vs. Bette Midler 2. Benito Mussolini vs. Roberto Benigni 3. John Travolta vs. Nicolas Cage
Episode 18
From The Streets Of New York
Oct 21, 1999
In this episode, the deathmatch cast interviews people in New York, about which fights they want to see.
Episode 19
Halloween Episode I
Oct 28, 1999
1. Frankenstein's Monster vs. The Wolfman 2. Captain Doody vs. The Undertaker 3. 'N Sync vs. Kiss
Episode 20
High Tech Fighting
Nov 4, 1999
1. Richard Simmons vs. Billy Blanks 2. Don King vs. Donald Trump 3. Brad Pitt vs. Keanu Reeves
Episode 21
Fandemonium II
Nov 11, 1999
1. Ben Affleck vs. Matt Damon 2. Ozzy Osbourne vs. Rob Zombie 3. Marilyn Manson vs. Ricky Martin
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