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Pop Radio Top 20 | |||
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10/22/1999 | |||
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| 1 | 1 | Mambo No. 5 (A Little Bit Of...) Lou Bega | 8 |
| 2 | 2 | Smooth Santana w/ Rob Thomas | 8 |
| 3 | 3 | Unpretty T.L.C. | 14 |
| 4 | 6 | Steal My Sunshine Len | 8 |
| 5 | 4 | Genie In A Bottle Christina Aguilera | 18 |
| 6 | 7 | (You Drive Me) Crazy Britney Spears | 6 |
| 7 | 5 | Someday Sugar Ray | 15 |
| 8 | 9 | Larger Than Life Backstreet Boys | 6 |
| 9 | 8 | I Do (Cherish You) 98 Degrees | 12 |
| 10 | 13 | Scar Tissue Red Hot Chili Peppers | 6 |
| 11 | 15 | There She Goes Sixpence None The Richer | 5 |
| 12 | 10 | All Star Smash Mouth | 22 |
| 13 | 14 | Where My Girls At 702 | 9 |
| 14 | 11 | She's So High Tal Bachman | 17 |
| 15 | 20 | Waiting For Tonight Jennifer Lopez | 2 |
| 16 | 12 | She's All I Ever Had Ricky Martin | 10 |
| 17 | 18 | I Need To Know Marc Anthony | 2 |
| 18 | 17 | Black Balloon Goo Goo Dolls | 13 |
| 19 | 19 | Man, I Feel Like A Woman Shania Twain | 3 |
| 20 | 16 | Bailamos Enrique Iglesias | 13 |