List Of Mainstream Top 40 Number-one Hits Of 1999 (U.S.)
This is a list of the U.S. Billboard magazine Top 40 Mainstream number-ones of 1999.
| Issue Date | Song | Artist |
| January 2 | "Lullaby" | Shawn Mullins |
| January 9 | "Lullaby" | Shawn Mullins |
| January 16 | "Lullaby" | Shawn Mullins |
| January 23 | "Lullaby" | Shawn Mullins |
| January 30 | "Save Tonight" | Eagle-Eye Cherry |
| February 6 | "Slide" | Goo Goo Dolls |
| February 13 | "Slide" | Goo Goo Dolls |
| February 20 | "...Baby One More Time" | Britney Spears |
| February 27 | "...Baby One More Time" | Britney Spears |
| March 6 | "...Baby One More Time" | Britney Spears |
| March 13 | "...Baby One More Time" | Britney Spears |
| March 20 | "...Baby One More Time" | Britney Spears |
| March 27 | "Every Morning" | Sugar Ray |
| April 3 | "Every Morning" | Sugar Ray |
| April 10 | "Every Morning" | Sugar Ray |
| April 17 | "Every Morning" | Sugar Ray |
| April 24 | "Every Morning" | Sugar Ray |
| May 1 | "Every Morning" | Sugar Ray |
| May 8 | "Every Morning" | Sugar Ray |
| May 15 | "Kiss Me" | Sixpence None The Richer |
| May 22 | "No Scrubs" | TLC |
| May 29 | "Livin' La Vida Loca" | Ricky Martin |
| June 5 | "Livin' La Vida Loca" | Ricky Martin |
| June 12 | "Livin' La Vida Loca" | Ricky Martin |
| June 19 | "Livin' La Vida Loca" | Ricky Martin |
| June 26 | "Livin' La Vida Loca" | Ricky Martin |
| July 3 | "Livin' La Vida Loca" | Ricky Martin |
| July 10 | "Livin' La Vida Loca" | Ricky Martin |
| July 17 | "I Want It That Way" | Backstreet Boys |
| July 24 | "I Want It That Way" | Backstreet Boys |
| July 31 | "All Star" | Smash Mouth |
| August 7 | "All Star" | Smash Mouth |
| August 14 | "All Star" | Smash Mouth |
| August 21 | "All Star" | Smash Mouth |
| August 28 | "All Star" | Smash Mouth |
| September 4 | "All Star" | Smash Mouth |
| September 11 | "Genie in a Bottle" | Christina Aguilera |
| September 18 | "Genie in a Bottle" | Christina Aguilera |
| September 25 | "Genie in a Bottle" | Christina Aguilera |
| October 2 | "Genie in a Bottle" | Christina Aguilera |
| October 9 | "Mambo #5" | Lou Bega |
| October 16 | "Mambo #5" | Lou Bega |
| October 23 | "Mambo #5" | Lou Bega |
| October 30 | "Mambo #5" | Lou Bega |
| November 6 | "Mambo #5" | Lou Bega |
| 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 |
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