|Monday Night Raw|
|Date||June 21, 1999|
|Previous episode||June 14, 1999|
|Next episode||June 28, 1999|
- Numbers in parentheses indicate the length of the match.
- (c) refers to the champion(s) heading into the match.
- Jeff Jarrett (w/ Debra) (c) defeated Ken Shamrock and Test in a Triple Threat Match to retain the WWF Intercontinental Championship (2:27)
- The Rock defeated Edge (3:34)
- Viscera defeated Mark Henry in a Gorilla Press Slam Match (2:13)
- Steve Austin defeated The Big Bossman (w/ Shane McMahon & Vince McMahon) in a Winner Decides Main Event Stipulations For King Of The Ring Match (6:33)
- Prince Albert (w/ Droz) vs. Val Venis ended in a no contest
- Mr. Ass & The Acolytes (Bradshaw & Faarooq) defeated D-Generation X (The Road Dogg & X-Pac) & Kane (1:10)
- The Big Show defeated Hardcore Holly in a Hardcore Match (2:18)
- Gerald Brisco & Pat Patterson defeated Shane McMahon & Vince McMahon by DQ (2:25)
- The Undertaker (w/ Paul Bearer) (c) defeated Triple H (w/ Chyna) by DQ to retain the WWF Championship (6:36)