The May 21, 1999 Edition of Maryland Championship Wrestling took place in Silver Spring, Maryland.
- Numbers in parentheses indicate the length of the match.
- (c) refers to the champion(s) heading into the match.
- 2-Dope & Sydeswype (c) defeated Adam Flash & The Bruiser to retain the MCW Tag Team Championship (8:25)
- Joey Matthews (w/ Donnie B) defeated Christian York (w/ Angelica) (c) to win the MCW Cruiserweight Championship (15:27)
- Head Banger Mosh (c) defeated Jimmy Cicero (w/ Romeo Valentino) to retain the MCW Heavyweight Championship (7:21)