| Top 40 Hits of October 1999 |
| 1 |
Christina Aguilera | Genie In A Bottle |
| 2 |
Eiffel 65 | Blue (Da Ba Dee) |
| 3 |
Ann Lee | 2 Times |
| 4 |
Westlife | Flying Without Wings |
| 5 |
Shania Twain | Man! I Feel Like A Woman! |
| 6 |
S Club 7 | S Club Party |
| 7 |
Macy Gray | I Try |
| 8 |
R Kelly | If I Could Turn Back The Hands Of Time |
| 9 |
B*Witched | Jesse Hold On |
| 10 |
Britney Spears | (You Drive Me) Crazy |
| 11 |
Five | Keep On Movin' |
| 12 |
ATB | Don't Stop |
| 13 |
Lou Bega | Mambo No 5 (A Little Bit Of...) |
| 14 |
Jordan Knight | Give It To You |
| 15 |
Bob Marley vs Funkstar De Luxe | Sun Is Shining |
| 16 |
Steps | After The Love Has Gone |
| 17 |
Vengaboys | We're Going To Ibiza! |
| 18 |
Gabrielle | Sunshine |
| 19 |
Melanie C | Goin' Down |
| 20 |
Backstreet Boys | Larger Than Life |
| 21 |
Buffalo Tom / Liam Gallagher & Steve Cradock | Going Underground / Carnation |
| 22 |
Honeyz | Never Let You Down |
| 23 |
DJ Jean | The Launch |
| 24 |
Destiny's Child | Bug A Boo |
| 25 |
Eurythmics | I Saved The World Today |
| 26 |
Lolly | Mickey |
| 27 |
York | The Awakening |
| 28 |
Mariah Carey | Heartbreaker |
| 29 |
Tom Jones & The Cardigans | Burning Down The House |
| 30 |
Shaft | (Mucho Mambo) Sway |
| 31 |
Tina Turner | When The Heartache Is Over |
| 32 |
ATFC presents Onephatdeeva | In And Out Of My Life |
| 33 |
Paul Johnson | Get Get Down |
| 34 |
Adam Rickitt | Everything My Heart Desires |
| 35 |
Charlatans | Forever |
| 36 |
Diana Ross | Not Over You Yet |
| 37 |
Enrique Iglesias | Bailamos |
| 38 |
911 | Wonderland |
| 39 |
Simply Red | Ain't That A Lot Of Love |
| 40 |
LCD | Zorba's Dance |
