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Pop Radio Top 20 | |||
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5/28/1999 | |||
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| 1 | 1 | Livin' La Vida Loca Ricky Martin | 7 |
| 2 | 2 | No Scrubs T.L.C. | 12 |
| 3 | 3 | Kiss Me Sixpence None The Richer | 13 |
| 4 | 7 | I Want It That Way Backstreet Boys | 6 |
| 5 | 8 | That Don't Impress Me Much Shania Twain | 8 |
| 6 | 5 | What It's Like Everlast | 11 |
| 7 | 6 | The Hardest Thing 98 Degrees | 11 |
| 8 | 4 | Every Morning Sugar Ray | 18 |
| 9 | 12 | Sometimes Britney Spears | 3 |
| 10 | 9 | Heartbreak Hotel Whitney Houston w/ Faith Evans & Kelly Price | 9 |
| 11 | 19 | Wild Wild West Will Smith w/ Dru Hill & Kool Moe Dee | 2 |
| 12 | 10 | Slide Goo Goo Dolls | 27 |
| 13 | 15 | Hey Leonardo (She Likes Me For Me) Blessid Union Of Souls | 2 |
| 14 | 14 | Give It To You Jordan Knight | 5 |
| 15 | 11 | Fly Away Lenny Kravitz | 14 |
| 16 | 13 | I Drive Myself Crazy 'N Sync | 7 |
| 17 | - | Almost Doesn't Count Brandy | 1 |
| 18 | - | Millennium Robbie Williams | 1 |
| 19 | - | All Star Smash Mouth | 1 |
| 20 | 16 | Anything But Down Sheryl Crow | 7 |