Cite1999 Billboard Music Awards
Updated February 11, 2017 | Infoplease Staff
| Artist of the Year | Backstreet Boys |
| Artist Achievement Award | Aerosmith |
| Artist Of The Decade | Mariah Carey |
| Female Artist of the Year | Britney Spears |
| Male Artist of the Year | Ricky Martin |
| Country Artist of the Year | Dixie Chicks |
| Country Albums Artist of the Year | Dixie Chicks |
| Country Albums Artist Duo/Group of the Year | Dixie Chicks |
| Albums Artist Of The Year | Backstreet Boys |
| Albums Artist Duo/Group Of The Year | Backstreet Boys |
| Female Album Artist of the Year | Britney Spears |
| Century Award | Emmylou Harris |
| Album of the Year | Backstreet Boys, Millennium |
| Best New Artist of the Year | Britney Spears |
| R&B/Hip Hop Artist of the Year | R. Kelly |
| R&B Albums Artist of the Year | DMX |
| R&B Album of the Year | ?400 Degreez?, Juvenile |
| R&B Single Of The Year | ?Fortunate?, Maxwell |
| Rap Artist of the Year | Jay-Z |
| Rap Single Of The Year | ?Who Dat?, JT Money/Sol |
| Adult Contemporary Track Of The Year | ?Angel?, Sarah McLachlan |
| Modern Rock Artist of the Year | The Offspring |
| Modern Rock Track of the Year | ?My Own Worst Enemy?, Lit |
| Rock Artist Of The Year | Creed |
| Rock Track Of The Year | ?One?, Creed |
| Hot 100 Singles Male Artist of the Year | Ricky Martin |
| Hot 100 Singles Female Artist of the Year | Britney Spears |
| Catalog Artist Of The Year | Metallica |
| Catalog Album Of The Year | ?Metallica?, Metallica |
| Group Album of the Year | Backstreet Boys, Backstreet Boys |
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