These hits topped the Ultratop 50 in 1999. [1]
| Date | Artist | Title |
|---|---|---|
| January 2 | Emilia | "Big Big World" |
| January 9 | Emilia | "Big big world" |
| January 16 | Emilia | "Big big world" |
| January 23 | Virtual Zone | "Virtual Zone" / "Change U mind" |
| January 30 | Virtual Zone | "Virtual Zone" / "Change U mind" |
| February 6 | Virtual Zone | "Virtual Zone" / "Change U mind" |
| February 13 | The Offspring | "Pretty Fly (For a White Guy)" |
| February 20 | The Offspring | "Pretty fly (For a White Guy)" |
| February 27 | The Offspring | "Pretty fly (For a White Guy)" |
| March 6 | The Offspring | "Pretty fly (For a White Guy)" |
| March 13 | Britney Spears | "...Baby One More Time" |
| March 20 | Britney Spears | "...Baby One More Time" |
| March 27 | Britney Spears | "...Baby One More Time" |
| April 3 | Britney Spears | "...Baby One More Time" |
| April 10 | Britney Spears | "...Baby One More Time" |
| April 17 | Britney Spears | "...Baby One More Time" |
| April 24 | Britney Spears | "...Baby One More Time" |
| May 1 | Britney Spears | "...Baby One More Time" |
| May 8 | Mr. Oizo | "Flat Beat" |
| May 15 | Mr. Oizo | "Flat Beat" |
| May 22 | Mr. Oizo | "Flat Beat" |
| May 29 | Mr. Oizo | "Flat Beat" |
| June 5 | Virtual Zone | "Heaven" |
| June 12 | Shania Twain | "That Don't Impress Me Much" |
| June 19 | Shania Twain | "That Don't Impress Me Much" |
| June 26 | Shania Twain | "That Don't Impress Me Much" |
| July 3 | Britney Spears | "Sometimes" |
| July 10 | Britney Spears | "Sometimes" |
| July 17 | Britney Spears | "Sometimes" |
| July 24 | Ann Lee | "2 Times" |
| July 31 | Lou Bega | "Mambo No. 5 (A little bit of...)" |
| August 7 | Lou Bega | "Mambo No. 5 (A little bit of...)" |
| August 14 | Lou Bega | "Mambo No. 5 (A little bit of...)" |
| August 21 | Lou Bega | "Mambo No. 5 (A little bit of...)" |
| August 28 | Lou Bega | "Mambo No. 5 (A little bit of...)" |
| September 4 | Lou Bega | "Mambo No. 5 (A little bit of...)" |
| September 11 | Eiffel 65 | "Blue (Da Ba Dee)" |
| September 18 | Eiffel 65 | "Blue (Da Ba Dee)" |
| September 25 | Eiffel 65 | "Blue (Da Ba Dee)" |
| October 2 | Eiffel 65 | "Blue (Da Ba Dee)" |
| October 9 | Christina Aguilera | "Genie in a Bottle" |
| October 16 | DJ Peter Project | "2 New York" |
| October 23 | DJ Peter Project | "2 New York" |
| October 30 | Scoop | "Drop it" |
| November 6 | Da Boy Tommy | "Halloween" |
| November 13 | Da Boy Tommy | "Halloween" |
| November 20 | Da Boy Tommy | "Halloween" |
| November 27 | R. Kelly | "If I Could Turn Back the Hands of Time" |
| December 4 | R. Kelly | "If I Could Turn Back the Hands of Time" |
| December 11 | R. Kelly | "If I Could Turn Back the Hands of Time" |
| December 18 | R. Kelly | "If I Could Turn Back the Hands of Time" |
| December 25 | R. Kelly | "If I Could Turn Back the Hands of Time" |