« 1998 1999 2000 »
| Rank | Artista | Música | Ano |
| 1 | Cher | Believe | 1999 |
| 2 | TLC | No Scrubs | 1999 |
| 3 | Monica | Angel Of Mine | 1999 |
| 4 | Whitney Houston | Heartbreak Hotel | 1999 |
| 5 | Britney Spears | ...Baby One More Time | 1999 |
| 6 | Sixpence None The Richer | Kiss Me | 1999 |
| 7 | Christina Aguilera | Genie In A Bottle | 1999 |
| 8 | Sugar Ray | Every Morning | 1999 |
| 9 | Deborah Cox | Nobody's Supposed To Be Here | 1999 |
| 10 | Ricky Martin | Livin' La Vida Loca | 1999 |
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