Celebrity Deathmatch - Season 2
1 - Deathbowl '99
Air Date: January 31, 1999
1. Dolly Parton vs. Jennifer Lopez 2. Madonna vs. Michael Jackson 3. Mike Tyson vs. Evander Holyfield
2 - The Battle of Boys With Toys
Air Date: February 4, 1999
1. Ice Cube vs. Ice-T 2. Robert DeNiro vs. Al Pacino 3. Backstreet Boys vs. Beastie Boys
3 - Magic, Flashbacks and Pregnancies
Air Date: February 11, 1999
1. Calista Flockhart vs. Lucy Lawless 2. Boy George vs. Don Johnson 3. Penn & Teller vs. Siegfried & Roy
4 - The Time Machine
Air Date: February 18, 1999
1. Jennifer Aniston vs. Courteney Cox vs. Lisa Kudrow 2. Sean Connery vs. Roger Moore 3. Gandhi vs. Genghis Khan
5 - The Unknown Murderer
Air Date: February 25, 1999
1. Moses vs. Pharaoh 2. Larry King vs. Geraldo Rivera 3. Neve Campbell vs. Sarah Michelle Gellar
6 - Celebrity Deathmatch Internacional
Air Date: March 4, 1999
1. Paul Hogan vs. Mel Gibson 2. Antonio Banderas vs. Cheech Marin 3. Fabio vs. Bono vs. Yoko Ono
7 - The End of the Real World
Air Date: 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
8 - Celebrity Deathmatch - The Motion Picture
Air Date: 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.
9 - Cable Day
Air Date: May 6, 1999
1. Emeril Lagasse vs. The Two Fat Ladies 2. Matt Pinfield vs. Jesse Camp 3. Alex Trebek vs. Pat Sajak
10 - 4th of July Celebration
Air Date: July 1, 1999
1. Bill Clinton vs. Kenneth Starr 2. James Van Der Beek vs. Saddam Hussein 3. Abe Lincoln vs. George Washington
11 - Family Night I
Air Date: July 8, 1999
1. Charlie Sheen vs. Emilio Estevez 2. Eric & Julia Roberts vs. Donny & Marie Osmond 3. Bob & Jakob Dylan vs. Jerry & Ben Stiller
12 - Censoring Problems
Air Date: July 15, 1999
1. Tommy Lee vs. Ron Jeremy 2. Alanis Morissette vs. Jewel 3. The Three Stooges vs. The Three Tenors
13 - Salute to Laughter
Air Date: 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
14 - The Laser Pointer
Air Date: July 29, 1999
1. Elton John vs. Ozzy Osbourne 2. Martha Stewart vs. Sandra Bernhard Main Event: Tom Hanks vs. Sean Penn
15 - Robot Nicky
Air Date: August 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 ]
16 - The Prophecy
Air Date: October 7, 1999
1. Dennis Franz vs. Sammo Hung 2. Steven Wright vs. Chris Tucker 3. Gwyneth Paltrow vs. Winona Ryder
17 - In The Memory Of Stacy Cornbred
Air Date: October 14, 1999
1. Cher vs. Bette Midler 2. Benito Mussolini vs. Roberto Benigni 3. John Travolta vs. Nicolas Cage
18 - From The Streets Of New York
Air Date: October 21, 1999
In this episode, the deathmatch cast interviews people in New York, about which fights they want to see.
19 - Halloween Episode I
Air Date: October 28, 1999
1. Frankenstein's Monster vs. The Wolfman 2. Captain Doody vs. The Undertaker 3. 'N Sync vs. Kiss
20 - High Tech Fighting
Air Date: November 4, 1999
1. Richard Simmons vs. Billy Blanks 2. Don King vs. Donald Trump 3. Brad Pitt vs. Keanu Reeves
21 - Fandemonium II
Air Date: November 11, 1999
1. Ben Affleck vs. Matt Damon 2. Ozzy Osbourne vs. Rob Zombie 3. Marilyn Manson vs. Ricky Martin