Every number one of 1999

15 different songs reached #1. Longest run: Smooth, 12 weeks in a row.

  1. 1 I'm Your Angel R. Kelly and Céline Dion Jan 2 to Jan 9 · 2 weeks (6 in a row)
  2. 2 Have You Ever? Brandy Jan 16 to Jan 23 · 2 weeks
  3. 3 ...Baby One More Time Britney Spears Jan 30 to Feb 6 · 2 weeks
  4. 4 Angel of Mine Monica Feb 13 to Mar 6 · 4 weeks
  5. 5 Believe Cher Mar 13 to Apr 3 · 4 weeks
  6. 6 No Scrubs TLC Apr 10 to May 1 · 4 weeks
  7. 7 Livin' la Vida Loca Ricky Martin May 8 to Jun 5 · 5 weeks
  8. 8 If You Had My Love Jennifer Lopez Jun 12 to Jul 10 · 5 weeks
  9. 9 Bills, Bills, Bills Destiny's Child Jul 17 · 1 week
  10. 10 Wild Wild West Will Smith featuring Dru Hill and Kool Moe Dee Jul 24 · 1 week
  11. 11 Genie in a Bottle Christina Aguilera Jul 31 to Aug 28 · 5 weeks
  12. 12 Bailamos Enrique Iglesias Sep 4 to Sep 11 · 2 weeks
  13. 13 Unpretty TLC Sep 18 to Oct 2 · 3 weeks
  14. 14 Heartbreaker Mariah Carey featuring Jay-Z Oct 9 to Oct 16 · 2 weeks
  15. 15 Smooth Santana featuring Rob Thomas Oct 23 to Dec 25 · 10 weeks (12 in a row)

The numbers beside each song count the year's number ones in order. Weeks are counted from the Billboard Hot 100 charts dated in 1999.