Top 40 Hits of October 1999
| 1 | Eiffel 65 | Blue (Da Ba Dee) |
| 2 | Christina Aguilera | Genie In A Bottle |
| 3 | S Club 7 | S Club Party |
| 4 | Shania Twain | Man! I Feel Like A Woman! |
| 5 | Ann Lee | 2 Times |
| 6 | Britney Spears | (You Drive Me) Crazy |
| 7 | Lou Bega | Mambo No 5 (A Little Bit Of...) |
| 8 | Bob Marley vs Funkstar De Luxe | Sun Is Shining |
| 9 | The Vengaboys | We're Going To Ibiza! |
| 10 | Macy Gray | I Try |
| 11 | B*Witched | Jesse Hold On |
| 12 | DJ Jean | The Launch |
| 13 | Westlife | Flying Without Wings |
| 14 | ATB | Don't Stop |
| 15 | Lolly | Mickey |
| 16 | Jordan Knight | Give It To You |
| 17 | Melanie C | Goin' Down |
| 18 | Tom Jones & The Cardigans | Burning Down The House |
| 19 | Paul Johnson | Get Get Down |
| 20 | Gabrielle | Sunshine |
| 21 | Shaft | (Mucho Mambo) Sway |
| 22 | Enrique Iglesias | Bailamos |
| 23 | Steps | After The Love Has Gone |
| 24 | DJ Jurgen Presents Alice Deejay | Better Off Alone |
| 25 | R Kelly | If I Could Turn Back The Hands Of Time |
| 26 | York | The Awakening |
| 27 | Eurythmics | I Saved The World Today |
| 28 | Thunderbugs | Friends Forever |
| 29 | Buffalo Tom / Liam Gallagher & Steve Craddock | Going Underground / Carnation |
| 30 | TLC | Unpretty |
| 31 | The Honeyz | Never Let You Down |
| 32 | Martine McCutcheon | I've Got You |
| 33 | Geri Halliwell | Mi Chico Latino |
| 34 | Westlife | If I Let You Go |
| 35 | Kelle Bryan | Higher Than Heaven |
| 36 | Adam Rickitt | Everything My Heart Desires |
| 37 | Fragma | Toca Me |
| 38 | LCD | Zorba's Dance |
| 39 | Pet Shop Boys | New York City Boy |
| 40 | Backstreet Boys | Larger Than Life |
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