The September 27, 1999 Edition of RAW is a Professional wrestling television show of the WWE's RAW brand, which took place on September 27, 1999 at the Greensboro Coliseum in Greensboro, North Carolina.
- Numbers in parentheses indicate the length of the match.
- (c) refers to the champion(s) heading into the match.
- The Big Show defeated Chris Jericho (w/ Curtis Hughes) by DQ (2:03)
- D-Lo Brown (c) defeated Steve Blackman by DQ in a WWF European Championship (1:46)
- Kane & X-Pac defeated The New Age Outlaws (Mr. Ass & The Road Dogg) (c) by DQ in a WWF Tag Team Championship Match (2:23)
- Mae Young & The Fabulous Moolah defeated Ivory in a Two On One Handicap Evening Gown Match (2:53)
- Chyna & Debra defeated Jeff Jarrett & Tom Prichard (1:11)
- The Rock defeated Triple H (c) by DQ in a WWF Championship Match (7:15)