'N Sync · 1999 Billboard Year-End Hot 100
Backstreet Boys · 1999 Billboard Year-End Hot 100
Smashmouth · 1999 Billboard Year-End Hot 100
Lonestar · 1999 Billboard Year-End Hot 100
Monica · 1999 Billboard Year-End Hot 100
Britney Spears · 1999 Billboard Year-End Hot 100
Matchbox 20 · 1999 Billboard Year-End Hot 100
Brian McKnight · 1999 Billboard Year-End Hot 100
Enrique Iglesias · 1999 Billboard Year-End Hot 100
Destiny's Child · 1999 Billboard Year-End Hot 100
Goo Goo Dolls · 1999 Billboard Year-End Hot 100
Lauryn Hill · 1999 Billboard Year-End Hot 100
Case & Joe · 1999 Billboard Year-End Hot 100
Maxwell · 1999 Billboard Year-End Hot 100
Christina Aguilera · 1999 Billboard Year-End Hot 100
Jordan Knight · 1999 Billboard Year-End Hot 100
Alabama & 'N Sync · 1999 Billboard Year-End Hot 100
Jewel · 1999 Billboard Year-End Hot 100
Jay Z · 1999 Billboard Year-End Hot 100
98 Degrees · 1999 Billboard Year-End Hot 100
Whitney Houston Featuring Faith Evans & Kelly Price · 1999 Billboard Year-End Hot 100
Kenny Chesney · 1999 Billboard Year-End Hot 100
Mark Chesnutt · 1999 Billboard Year-End Hot 100
Marc Anthony · 1999 Billboard Year-End Hot 100
Mariah Carey · 1999 Billboard Year-End Hot 100
Celine Dion & R Kelly · 1999 Billboard Year-End Hot 100
Silk · 1999 Billboard Year-End Hot 100
Jennifer Lopez · 1999 Billboard Year-End Hot 100
