The September 16, 1999 Edition of Smackdown is a Professional wrestling television show of the WWE's Smackdown brand, which was taped on September 14, 1999 at the Thomas & Mack Center in Las Vegas, Nevada.
- Numbers in parentheses indicate the length of the match.
- (c) refers to the champion(s) heading into the match.
- Shane McMahon defeated Joey Abs (w/ Rodney, Pete Gas, & Terri Runnels) (3:22)
- Mark Henry (c) defeated Steve Blackman to retain the WWF European Championship (1:05)
- Curtis Hughes (w/ Chris Jericho) defeated Ken Shamrock via disqualification (2:55)
- The Undertaker won a 5-man Battle Royal match
- 1) The Rock eliminated Kane
- 2) The Rock eliminated Mankind
- 3) The Undertaker eliminated The Big Show & The Rock
- Billy Gunn & Chyna defeated Hardcore Holly & Crash Holly (3:15)
- Al Snow defeated the Big Bossman in a "Pepper on a Pole match" (2:27)
- Jeff Jarrett (c) (w/ Miss Kitty & Debra) vs. Test for the WWF Intercontinental Championship match ended in a no contest (2:32)
- Vince McMahon defeated Triple H (c) (w/ Chyna) to win WWF Championship (w/ Shane McMahon as Special Guest Referee) (8:55)