Top 40 Hits of Late October 1999
 | 1 | Christina Aguilera | Genie In A Bottle |
| 2 | Ann Lee | 2 Times |
 | 3 | Westlife | Flying Without Wings |
 | 4 | ATB | Don't Stop |
 | 5 | Eiffel 65 | Blue (Da Ba Dee) |
| 6 | Steps | After The Love Has Gone |
| 7 | Macy Gray | I Try |
| 8 | R Kelly | If I Could Turn Back The Hands Of Time |
| 9 | Buffalo Tom / Liam Gallagher & Steve Craddock | Going Underground / Carnation |
| 10 | B*Witched | Jesse Hold On |
| 11 | The Honeyz | Never Let You Down |
| 12 | Shania Twain | Man! I Feel Like A Woman! |
| 13 | Jordan Knight | Give It To You |
| 14 | Britney Spears | (You Drive Me) Crazy |
| 15 | Backstreet Boys | Larger Than Life |
| 16 | S Club 7 | S Club Party |
| 17 | Lou Bega | Mambo No 5 (A Little Bit Of...) |
| 18 | Bob Marley vs Funkstar De Luxe | Sun Is Shining |
| 19 | 911 | Wonderland |
| 20 | Moby | Why Does My Heart Feel So Bad |
| 21 | Gabrielle | Sunshine |
| 22 | Eurythmics | I Saved The World Today |
| 23 | Destiny's Child | Bug A Boo |
| 24 | The Vengaboys | We're Going To Ibiza! |
| 25 | Tina Turner | When The Heartache Is Over |
| 26 | ATFC Presents Onephatdeeva | In And Out Of My Life |
| 27 | The Chemical Brothers | Out Of Control |
| 28 | DJ Jean | The Launch |
| 29 | Big Time Charlie | On The Run |
| 30 | Lolly | Mickey |
| 31 | Adam Rickitt | Everything My Heart Desires |
| 32 | Simply Red | Ain't That A Lot Of Love |
| 33 | Liquid Child | Diving Faces |
| 34 | Wyclef Jean featuring Bono | New Day |
| 35 | Shaft | (Mucho Mambo) Sway |
| 36 | Eternal | What'cha Gonna Do |
| 37 | James | Just Like Fred Astaire |
| 38 | York | The Awakening |
| 39 | Melanie C | Goin' Down |
| 40 | DJ Jurgen Presents Alice Deejay | Better Off Alone |
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