| Top 40 Hits of Summer 1999 |
| 1 |
DJ Jurgen presents Alice Deejay | Better Off Alone |
| 2 |
Ricky Martin | Livin' La Vida Loca |
| 3 |
Ronan Keating | When You Say Nothing At All |
| 4 |
Lou Bega | Mambo No 5 (A Little Bit Of...) |
| 5 |
Westlife | If I Let You Go |
| 6 |
Five | If Ya Gettin' Down |
| 7 |
Geri Halliwell | Mi Chico Latino |
| 8 |
Will Smith featuring Dru Hill | Wild Wild West |
| 9 |
Shaft | (Mucho Mambo) Sway |
| 10 |
Bran Van 3000 | Drinking In LA |
| 11 |
Steps | Love's Got A Hold On My Heart |
| 12 |
ATB | 9pm (Till I Come) |
| 13 |
Whitney Houston | My Love Is Your Love |
| 14 |
DJ Jean | The Launch |
| 15 |
Eminem featuring Dr Dre | Guilty Conscience |
| 16 |
Vengaboys | We're Going To Ibiza! |
| 17 |
Basement Jaxx | Rendez-Vu |
| 18 |
TLC | Unpretty |
| 19 |
Vengaboys | Boom, Boom, Boom, Boom!! |
| 20 |
Britney Spears | Sometimes |
| 21 |
Moloko | Sing It Back |
| 22 |
Shania Twain | That Don't Impress Me Much |
| 23 |
Yomanda | Synth & Strings |
| 24 |
Travis | Why Does It Always Rain On Me? |
| 25 |
Texas | Summer Son |
| 26 |
Enrique Iglesias | Bailamos |
| 27 |
Phats & Small | Feel Good |
| 28 |
Destiny's Child | Bills, Bills, Bills |
| 29 |
Madonna | Beautiful Stranger |
| 30 |
Jennifer Lopez | If You Had My Love |
| 31 |
Martine McCutcheon | I've Got You |
| 32 |
Another Level featuring TQ | Summertime |
| 33 |
Doolally | Straight From The Heart |
| 34 |
A1 | Summertime Of Our Lives |
| 35 |
S Club 7 | Bring It All Back |
| 36 |
Apollo 440 | Stop The Rock |
| 37 |
Binary Finary | 1999 |
| 38 |
Madness | Lovestruck |
| 39 |
Chemical Brothers | Let Forever Be |
| 40 |
Lolly | Mickey |
