Hot 100 No. 1 Hits of 1999 (USA)
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This is a List of Number 1 Hits (USA) in the United States by year from the Billboard Hot 100 for 1999:
| Issue Date | Song Title | Artist |
| January 2 | I'm Your Angel | R. Kelly & Céline Dion |
| January 9 | I'm Your Angel | R. Kelly & Céline Dion |
| January 16 | Have You Ever | Brandy |
| January 23 | Have You Ever | Brandy |
| January 30 | ...Baby One More Time | Britney Spears |
| February 6 | ...Baby One More Time | Britney Spears |
| February 13 | Angel Of Mine | Monica |
| February 20 | Angel Of Mine | Monica |
| February 27 | Angel Of Mine | Monica |
| March 6 | Angel Of Mine | Monica |
| March 13 | Believe | Cher |
| March 20 | Believe | Cher |
| March 27 | Believe | Cher |
| April 3 | Believe | Cher |
| April 10 | No Scrubs | TLC |
| April 17 | No Scrubs | TLC |
| April 24 | No Scrubs | TLC |
| May 1 | No Scrubs | TLC |
| May 8 | Livin' La Vida Loca | Ricky Martin |
| May 15 | Livin' La Vida Loca | Ricky Martin |
| May 22 | Livin' La Vida Loca | Ricky Martin |
| May 29 | Livin' La Vida Loca | Ricky Martin |
| June 5 | Livin' La Vida Loca | Ricky Martin |
| June 12 | If You Had My Love | Jennifer Lopez |
| June 19 | If You Had My Love | Jennifer Lopez |
| June 26 | If You Had My Love | Jennifer Lopez |
| July 3 | If You Had My Love | Jennifer Lopez |
| July 10 | If You Had My Love | Jennifer Lopez |
| July 17 | Bills, Bills, Bills | Destiny's Child |
| July 24 | Wild, Wild, West | Will Smith featuring Dru Hill and Kool Moe Dee |
| July 31 | Genie In A Bottle | Christina Aguilera |
| August 7 | Genie In A Bottle | Christina Aguilera |
| August 14 | Genie In A Bottle | Christina Aguilera |
| August 21 | Genie In A Bottle | Christina Aguilera |
| August 28 | Genie In A Bottle | Christina Aguilera |
| September 4 | Bailamos | Enrique Iglesias |
| September 11 | Bailamos | Enrique Iglesias |
| September 18 | Unpretty | TLC |
| September 25 | Unpretty | TLC |
| October 2 | Unpretty | TLC |
| October 9 | Heartbreaker | Mariah Carey featuring Jay-Z |
| October 16 | Heartbreaker | Mariah Carey featuring Jay-Z |
| October 23 | Smooth | Santana featuring Rob Thomas |
| October 30 | Smooth | Santana featuring Rob Thomas |
| November 6 | Smooth | Santana featuring Rob Thomas |
| November 13 | Smooth | Santana featuring Rob Thomas |
| November 20 | Smooth | Santana featuring Rob Thomas |
| November 27 | Smooth | Santana featuring Rob Thomas |
| December 4 | Smooth | Santana featuring Rob Thomas |
| December 11 | Smooth | Santana featuring Rob Thomas |
| December 18 | Smooth | Santana featuring Rob Thomas |
| December 25 | Smooth | Santana featuring Rob Thomas |
Artists at No. 1 for first time this year
- Britney Spears - Baby One More Time
- Ricky Martin - Livin' La Vida Loca
- Enrique Iglesias - Bailamos
- Jennifer Lopez - If You Had My Love
- Destiny's Child - Bills, Bills, Bills
- Christina Aguilera - Genie In A Bottle
- Jay-Z (featured) - Heartbreaker
- Dru Hill (featured) - Wild Wild West
- Kool Moe Dee (featured) - Wild Wild West
Even though a lot of sales records were broken this year, 1999 was relatively an average year in the amount of No. 1's and how many weeks a song stayed at No. 1. Mariah Carey scored her record-breaking 14th #1 hit with "Heartbreaker", giving her the most #1s of any US female by far (she later breaks her own record with "Thank God I Found You" and "We Belong Together.") Also, with "Heartbreaker," she has secured a #1 in every year of the '90s. Template:Top 100