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Pop Radio Top 20 | |||
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5/14/1999 | |||
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| 1 | 1 | Kiss Me Sixpence None The Richer | 11 |
| 2 | 4 | Livin' La Vida Loca Ricky Martin | 5 |
| 3 | 2 | No Scrubs T.L.C. | 10 |
| 4 | 3 | Every Morning Sugar Ray | 16 |
| 5 | 6 | What It's Like Everlast | 9 |
| 6 | 5 | The Hardest Thing 98 Degrees | 9 |
| 7 | 7 | I Want It That Way Backstreet Boys | 4 |
| 8 | 8 | Heartbreak Hotel Whitney Houston w/ Faith Evans & Kelly Price | 7 |
| 9 | 10 | That Don't Impress Me Much Shania Twain | 6 |
| 10 | 9 | Fly Away Lenny Kravitz | 12 |
| 11 | 11 | Slide Goo Goo Dolls | 25 |
| 12 | 13 | I Drive Myself Crazy 'N Sync | 5 |
| 13 | 12 | Believe Cher | 17 |
| 14 | 16 | Anything But Down Sheryl Crow | 5 |
| 15 | 17 | Special Garbage | 5 |
| 16 | 14 | ...Baby One More Time Britney Spears | 27 |
| 17 | - | Sometimes Britney Spears | 1 |
| 18 | 20 | Give It To You Jordan Knight | 3 |
| 19 | 15 | Angel Of Mine Monica | 14 |
| 20 | 18 | Back 2 Good Matchbox 20 | 17 |