WCWO (October 16, 1999) took place in Greensburg, Indiana. The event took place on October 16, 1999.
Results[]
- Numbers in parentheses indicate the length of the match.
- (c) refers to the champion(s) heading into the match.
- The Great Shinwa defeated Kwik Kik Lee
- "The Caneman" Johnnie Walker defeated Uncle Ernie
- Indiana Kidd, Jr defeated Rob Ramer via DQ
- "The Spyder" Nate Webb defeated Johnny Eagle
- Itch Coma Wieder and Indiana Kidd, Jr (c) defeateding JJ Duquesne and The Executioner to retain the WCWO Tag Team Champioship
- Gay Guy Lombardo defeated "Dangerous Bull" Don Basher via DQ to retain thte WCWO Heavyweight Championship
- Johnny Eagle won the vacant WCWO Midwest Heavyweight Championship by outlasting 9 others in a Battle Royal for the title
- "The Caneman" Johnnie Walker defeated "Dangerous Bull" Don Basher
- Rob Ramer vs. Gary Ramer - No contest.