E1 - Deathbowl '99

Aired: January 31, 1999

1. Dolly Parton vs. Jennifer Lopez 2. Madonna vs. Michael Jackson 3. Mike Tyson vs. Evander Holyfield

E2 - The Battle of Boys With Toys

Aired: February 04, 1999

1. Ice Cube vs. Ice-T 2. Robert DeNiro vs. Al Pacino 3. Backstreet Boys vs. Beastie Boys

E3 - Magic, Flashbacks and Pregnancies

Aired: February 11, 1999

1. Calista Flockhart vs. Lucy Lawless 2. Boy George vs. Don Johnson 3. Penn & Teller vs. Siegfried & Roy

E4 - The Time Machine

Aired: February 18, 1999

1. Jennifer Aniston vs. Courteney Cox vs. Lisa Kudrow 2. Sean Connery vs. Roger Moore 3. Gandhi vs. Genghis Khan

E5 - The Unknown Murderer

Aired: February 25, 1999

1. Moses vs. Pharaoh 2. Larry King vs. Geraldo Rivera 3. Neve Campbell vs. Sarah Michelle Gellar

E6 - Celebrity Deathmatch Internacional

Aired: March 04, 1999

1. Paul Hogan vs. Mel Gibson 2. Antonio Banderas vs. Cheech Marin 3. Fabio vs. Bono vs. Yoko Ono

E7 - The End of the Real World

Aired: March 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

E8 - Celebrity Deathmatch - The Motion Picture

Aired: April 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.

E9 - Cable Day

Aired: May 06, 1999

1. Emeril Lagasse vs. The Two Fat Ladies 2. Matt Pinfield vs. Jesse Camp 3. Alex Trebek vs. Pat Sajak

E10 - 4th of July Celebration

Aired: July 01, 1999

1. Bill Clinton vs. Kenneth Starr 2. James Van Der Beek vs. Saddam Hussein 3. Abe Lincoln vs. George Washington

E11 - Family Night I

Aired: July 08, 1999

1. Charlie Sheen vs. Emilio Estevez 2. Eric & Julia Roberts vs. Donny & Marie Osmond 3. Bob & Jakob Dylan vs. Jerry & Ben Stiller

E12 - Censoring Problems

Aired: July 15, 1999

1. Tommy Lee vs. Ron Jeremy 2. Alanis Morissette vs. Jewel 3. The Three Stooges vs. The Three Tenors

E13 - Salute to Laughter

Aired: July 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

E14 - The Laser Pointer

Aired: July 29, 1999

1. Elton John vs. Ozzy Osbourne 2. Martha Stewart vs. Sandra Bernhard Main Event: Tom Hanks vs. Sean Penn

E15 - Robot Nicky

Aired: August 05, 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 ]

E16 - The Prophecy

Aired: October 07, 1999

1. Dennis Franz vs. Sammo Hung 2. Steven Wright vs. Chris Tucker 3. Gwyneth Paltrow vs. Winona Ryder

E17 - In The Memory Of Stacy Cornbred

Aired: October 14, 1999

1. Cher vs. Bette Midler 2. Benito Mussolini vs. Roberto Benigni 3. John Travolta vs. Nicolas Cage

E18 - From The Streets Of New York

Aired: October 21, 1999

In this episode, the deathmatch cast interviews people in New York, about which fights they want to see.

E19 - Halloween Episode I

Aired: October 28, 1999

1. Frankenstein's Monster vs. The Wolfman 2. Captain Doody vs. The Undertaker 3. 'N Sync vs. Kiss

E20 - High Tech Fighting

Aired: November 04, 1999

1. Richard Simmons vs. Billy Blanks 2. Don King vs. Donald Trump 3. Brad Pitt vs. Keanu Reeves

E21 - Fandemonium II

Aired: November 11, 1999

1. Ben Affleck vs. Matt Damon 2. Ozzy Osbourne vs. Rob Zombie 3. Marilyn Manson vs. Ricky Martin