1999
MTV Europe Music Award Best Male
MTV Video Music Award Best Male Video Miami
ShoWest Convention Actor Of The Year
Image Awards Special Award Entertainer Of The Year
Grammy Award Best Rap Solo Performance Gettin' Jiggy Wit It
Image Award Outstanding Music Video Just The Two Of Us
Image Award Outstanding Rap Artists Just The Two Of Us
20th Annual Billboard Music Video Best Pop Clip Of The Year Just The Two Of Us
American Music Award Pop/Rock Favorite Album Big Willie Style
American Music Award Soul/R&B Favorite Album Big Willie Style
American Music Award Soul/R&B Favorite Male Artist

1998
MTV Video Music Award Best Male Video Just The Two Of Us
MTV Video Music Award Best Rap Video Gettin' Jiggy Wit It
Blockbuster Entertainment Award Favorite Actor - Sci-Fi Men In Black
MTV Movie Award Best Fight Men In Black
MTV Movie Award Best Movie Song Men In Black
25th Annual American Music Award Favorite Soundtrack Men In Black
Grammy Award Best Rap Solo Performance Men In Black

1997
Blockbuster Entertainment Award Favorite Actor - Sci-Fi Independence Day
MTV Movie Award Best Kiss Independence Day
NATO/Showest Award International Box Office Achievement
Peoples Choice Award Favorite Dramatic Movie Independence Day

1996
Blockbuster Entertainment Award Best Male Newcomer in Action/Comedy Bad Boys

1995
NATO/Showest Award Male Star of Tommorrow

1992
Image Award Best Comedy Series FPofBA
Image Award Outstanding Rap Artists

1991
American Music Award Best Rap Single Summertime
Grammy Award Best Rap Performance by a duo or group

1988
American Music Award Best Rap Single He's the DJ, I'm the Rapper
Grammy Award Best Rap Performance