Nummer 1-hits in de Billboard Hot 100 in 1999
Deze hits stonden in 1999 op nummer 1 in de Billboard Hot 100
| Datum | Artiest | Titel |
| 2 januari | R. Kelly & Céline Dion | I'm your angel |
| 9 januari | R. Kelly & Céline Dion | I'm your angel |
| 16 januari | Brandy | Have you ever |
| 23 januari | Brandy | Have you ever |
| 30 januari | Britney Spears | ...Baby one more time |
| 6 februari | Britney Spears | ...Baby one more time |
| 13 februari | Monica | Angel of mine |
| 20 februari | Monica | Angel of mine |
| 27 februari | Monica | Angel of mine |
| 6 maart | Monica | Angel of mine |
| 13 maart | Cher | Believe |
| 20 maart | Cher | Believe |
| 27 maart | Cher | Believe |
| 3 april | Cher | Believe |
| 10 april | TLC | No scrubs |
| 17 april | TLC | No scrubs |
| 24 april | TLC | No scrubs |
| 1 mei | TLC | No scrubs |
| 8 mei | Ricky Martin | Livin' la vida loca |
| 15 mei | Ricky Martin | Livin' la vida loca |
| 22 mei | Ricky Martin | Livin' la vida loca |
| 29 mei | Ricky Martin | Livin' la vida loca |
| 5 juni | Ricky Martin | Livin' la vida loca |
| 12 juni | Jennifer Lopez | If you had my love |
| 19 juni | Jennifer Lopez | If you had my love |
| 26 juni | Jennifer Lopez | If you had my love |
| 3 juli | Jennifer Lopez | If you had my love |
| 10 juli | Jennifer Lopez | If you had my love |
| 17 juli | Destiny's Child | Bills, bills, bills |
| 24 juli | Will Smith & Dru Hill & Kool Moe Dee | Wild wild WWest |
| 31 juli | Christina Aguilera | Genie in a bottle |
| 7 augustus | Christina Aguilera | Genie in a bottle |
| 14 augustus | Christina Aguilera | Genie in a bottle |
| 21 augustus | Christina Aguilera | Genie in a bottle |
| 28 augustus | Christina Aguilera | Genie in a bottle |
| 4 september | Enrique Iglesias | Bailamos |
| 11 september | Enrique Iglesias | Bailamos |
| 18 september | TLC | Unpretty |
| 25 september | TLC | Unpretty |
| 2 oktober | TLC | Unpretty |
| 9 oktober | Mariah Carey & Jay-Z | Heartbreaker |
| 16 oktober | Mariah Carey & Jay-Z | Heartbreaker |
| 23 oktober | Santana & Rob Thomas | Smooth |
| 30 oktober | Santana & Rob Thomas | Smooth |
| 6 november | Santana & Rob Thomas | Smooth |
| 13 november | Santana & Rob Thomas | Smooth |
| 20 november | Santana & Rob Thomas | Smooth |
| 27 november | Santana & Rob Thomas | Smooth |
| 4 december | Santana & Rob Thomas | Smooth |
| 11 december | Santana & Rob Thomas | Smooth |
| 18 december | Santana & Rob Thomas | Smooth |
| 25 december | Santana & Rob Thomas | Smooth |
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