Top 40 Hits of Late August 1999
 | 1 | DJ Jurgen Presents Alice Deejay | Better Off Alone |
 | 2 | Westlife | If I Let You Go |
 | 3 | Geri Halliwell | Mi Chico Latino |
| 4 | Bran Van 3000 | Drinking In L.A. |
| 5 | Lou Bega | Mambo No 5 (A Little Bit Of...) |
 | 6 | Ricky Martin | Livin' La Vida Loca |
| 7 | Ronan Keating | When You Say Nothing At All |
| 8 | Will Smith featuring Dru Hill | Wild Wild West |
| 9 | Eminem featuring Dr Dre | Guilty Conscience |
| 10 | Shaft | (Mucho Mambo) Sway |
| 11 | Five | If Ya Gettin' Down |
| 12 | TLC | Unpretty |
| 13 | Basement Jaxx | Rendez-Vu |
| 14 | Texas | Summer Son |
| 15 | Whitney Houston | My Love Is Your Love |
| 16 | Travis | Why Does It Always Rain On Me? |
| 17 | Phats & Small | Feel Good |
| 18 | ATB | 9pm (Till I Come) |
| 19 | Britney Spears | Sometimes |
| 20 | Steps | Love's Got A Hold On My Heart |
| 21 | Moloko | Sing It Back |
| 22 | Apollo Four Forty | Stop The Rock |
| 23 | Binary Finary | 1999 |
| 24 | Puff Daddy featuring Hurricane G | PE 2000 |
| 25 | The Vengaboys | Boom, Boom, Boom, Boom!! |
| 26 | Shania Twain | That Don't Impress Me Much |
| 27 | Madonna | Beautiful Stranger |
| 28 | The Chemical Brothers | Let Forever Be |
| 29 | Jennifer Lopez | If You Had My Love |
| 30 | Another Level featuring TQ | Summertime |
| 31 | Hepburn | Bugs |
| 32 | The Divine Comedy | The Pop Singer's Fear Of The Pollen Count |
| 33 | Yomanda | Synth And Strings |
| 34 | Doolally | Straight From The Heart |
| 35 | Destiny's Child | Bills, Bills, Bills |
| 36 | Feeder | Yesterday Went Too Soon |
| 37 | S Club 7 | Bring It All Back |
| 38 | Fierce | So Long |
| 39 | Stereophonics | I Wouldn't Believe Your Radio |
| 40 | Underworld | King Of Snake |
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