Weekly Pop Top 30 for October 16, 1999 |
| LW | TW | peaks: |
rock | pop |
| 5 | 1 | (You Drive Me) Crazy | ▲ |
| Britney Spears |
 |  |
| 3 | 2 | I Need To Know | ▲ |
| Marc Anthony |
| | |
| 1 | 3 | Heartbreaker | 1 |
| Mariah Carey Featuring Jay-Z |
| | |
| 4 | 4 | Smooth | 10 | 1 |
| Santana Featuring Rob Thomas |
| | |
| 7 | 5 | My Love Is Your Love | 3 |
| Whitney Houston |
| | |
| 6 | 6 | Music Of My Heart | 1 |
| 'NSYNC & Gloria Estefan |
| | |
| 2 | 7 | Mambo No. 5 (A Little Bit Of...) | 2 |
| Lou Bega |
| | |
| 10 | 8 | Waiting For Tonight | 1 |
| Jennifer Lopez |
| | |
| 12 | 9 | Back At One | 1 |
| Brian McKnight |
| | |
| 14 | 10 | If I Could Turn Back The Hands Of Time | ▲ |
| R. Kelly |
| | |
| 13 | 11 | Man! I Feel Like A Woman! | 8 |
| Shania Twain |
| | |
| 9 | 12 | Larger Than Life | 2 |
| Backstreet Boys |
| | |
| 15 | 13 | There She Goes | ▲ |
| Sixpence None The Richer |
| | |
| 11 | 14 | We Can't Be Friends | 11 |
| Deborah Cox With R.L. |
| | |
| 8 | 15 | Unpretty | 1 |
| TLC |
| | |
| 19 | 16 | The Rockafeller Skank | 11 | 6 |
| Fatboy Slim |
| | |
| 26 | 17 | I Wanna Love You Forever | 1 |
| Jessica Simpson |
| | |
| 22 | 18 | Back That Thang Up | ▲ |
| Juvenile Featuring Manny Fresh & Lil Wayne |
| | |
| 24 | 19 | Angels Would Fall | ▲ |
| Melissa Etheridge |
| | |
| 18 | 20 | Scar Tissue | 1 | 6 |
| Red Hot Chili Peppers |
| | |
| - | 21 | Shake Your Bon-Bon | 6 |
| Ricky Martin |
| | |
| 30 | 22 | Girl On TV | 3 |
| LFO |
| | |
| 21 | 23 | Genie In A Bottle | 1 |
| Christina Aguilera |
| | |
| 17 | 24 | She's All I Ever Had | 2 |
| Ricky Martin |
| | |
| - | 25 | Satisfy You | 5 |
| Puff Daddy Featuring R. Kelly |
| | |
| 16 | 26 | I Do (Cherish You) | 1 |
| 98 Degrees |
| | |
| - | 27 | Cowboy | 4 | 15 |
| Kid Rock |
| |
| 25 | 28 | Someday | 2 |
| Sugar Ray |
| | |
| 20 | 29 | Sunshine | 16 |
| Coko |
| | |
| - | 30 | American Woman | 2 | ▲ |
| Lenny Kravitz |
| | |
| Prior Week | Next Week |