Top 100 songs for October 16, 1999
This weekly snapshot follows the songs and artists competing across the Billboard Hot 100. Open any entry for its full chart history, or explore 1999 and the 1990s.
This week’s No. 1 is “Heartbreaker” by Mariah Carey Featuring Jay-Z. Meanwhile, “Music Of My Heart” by 'N Sync & Gloria Estefan rises from No. 41 to No. 2. 8 songs are listed in their first chart week.
See debuts and biggest movers
This week’s chart highlights
Biggest climbers
- Music Of My Heart — 'N Sync & Gloria Estefanup 39 places, No. 41 → No. 2
- Stay The Night — IMxup 23 places, No. 84 → No. 61
- Satisfy You — Puff Daddy Featuring R. Kellyup 20 places, No. 63 → No. 43
New to this week’s Top 10
New to this week’s Top 40
- Gotta Man — EveNo. 36
- Bug A Boo — Destiny's ChildNo. 40
First-week entries
- Waiting For Tonight — Jennifer LopezNo. 56
- I Wanna Love You Forever — Jessica SimpsonNo. 69
- Big Deal — LeAnn RimesNo. 71
- When I Said I Do — Clint BlackNo. 75
- Learn To Fly — Foo FightersNo. 80
- Missing You — Brooks & DunnNo. 82
- The Dolphin's Cry — LiveNo. 84
- Steam — Ty HerndonNo. 100
First-week entries have one recorded chart week. Climbs and Top 10/Top 40 arrivals use recorded previous positions for consecutive chart weeks; returning songs without a previous position are not classified as debuts.