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Pop Radio Top 20 | |||
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11/5/1999 | |||
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| 1 | 2 | Smooth Santana w/ Rob Thomas | 10 |
| 2 | 1 | Mambo No. 5 (A Little Bit Of...) Lou Bega | 10 |
| 3 | 4 | Steal My Sunshine Len | 10 |
| 4 | 5 | (You Drive Me) Crazy Britney Spears | 8 |
| 5 | 3 | Unpretty T.L.C. | 16 |
| 6 | 7 | Larger Than Life Backstreet Boys | 8 |
| 7 | 9 | Waiting For Tonight Jennifer Lopez | 4 |
| 8 | 6 | Genie In A Bottle Christina Aguilera | 20 |
| 9 | 8 | Someday Sugar Ray | 17 |
| 10 | 13 | I Need To Know Marc Anthony | 4 |
| 11 | 10 | Scar Tissue Red Hot Chili Peppers | 8 |
| 12 | 12 | There She Goes Sixpence None The Richer | 7 |
| 13 | 20 | Back At One Brian McKnight | 2 |
| 14 | 11 | I Do (Cherish You) 98 Degrees | 14 |
| 15 | 14 | Where My Girls At 702 | 11 |
| 16 | 19 | I Knew I Loved You Savage Garden | 2 |
| 17 | 17 | Man, I Feel Like A Woman Shania Twain | 5 |
| 18 | - | Meet Virginia Train | 1 |
| 19 | 15 | All Star Smash Mouth | 24 |
| 20 | - | Then The Morning Comes Smash Mouth | 1 |