These hits topped the Ultratop 50 in 1999.[1]
| Date | Artist | Title | |
|---|---|---|---|
| January 2 | "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 | "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 | "...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 | "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 | "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 | "2 Times" | ||
| July 31 | "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 | "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 | "Genie in a Bottle" | ||
| October 16 | DJ Peter Project | "2 New York" | |
| October 23 | DJ Peter Project | "2 New York" | |
| October 30 | "Drop it" | ||
| November 6 | Da Boy Tommy | "Halloween" | |
| November 13 | Da Boy Tommy | "Halloween" | |
| November 20 | Da Boy Tommy | "Halloween" | |
| November 27 | "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" |