| Top 40 Hits of May 1999 |
| 1 |
Westlife |
Swear It Again |
| 2 |
Shanks & Bigfoot |
Sweet Like Chocolate |
| 3 |
Boyzone |
You Needed Me |
| 4 |
Backstreet Boys |
I Want It That Way |
| 5 |
TLC |
No Scrubs |
| 6 |
Shania Twain |
That Don't Impress Me Much |
| 7 |
Offspring |
Why Don't You Get A Job? |
| 8 |
Geri Halliwell |
Look At Me |
| 9 |
Phats & Small |
Turn Around |
| 10 |
Basement Jaxx |
Red Alert |
| 11 |
Stereophonics |
Pick A Part That's New |
| 12 |
Fatboy Slim |
Right Here Right Now |
| 13 |
911 |
Private Number |
| 14 |
Martine McCutcheon |
Perfect Moment |
| 15 |
Sixpence None The Richer |
Kiss Me |
| 16 |
Bryan Adams |
Cloud Number 9 |
| 17 |
New Radicals |
You Get What You Give |
| 18 |
Wiseguys |
Ooh La La |
| 19 |
Precious |
Say It Again |
| 20 |
Texas |
In Our Lifetime |
| 21 |
Cartoons |
Witch Doctor |
| 22 |
Britney Spears |
Baby One More Time |
| 23 |
Steps, Tina Cousins, Cleopatra, B*Witched & Billie |
Thank Abba For The Music |
| 24 |
Busta Rhymes featuring Janet |
What's It Gonna Be?! |
| 25 |
Hepburn |
I Quit |
| 26 |
Pete Heller |
Big Love |
| 27 |
Jamiroquai |
Canned Heat |
| 28 |
Fierce |
Dayz Like That |
| 29 |
1999 Manchester United Squad |
Lift It High (All About Belief) |
| 30 |
Sugar Ray |
Every Morning |
| 31 |
Eminem |
My Name Is |
| 32 |
TQ |
Bye Bye Baby |
| 33 |
Chicane featuring Maire Brennan |
Saltwater |
| 34 |
Cast |
Beat Mama |
| 35 |
Powerhouse featuring Duane Harden |
What You Need |
| 36 |
Super Furry Animals |
Northern Lites |
| 37 |
Honeyz |
Love Of A Lifetime |
| 38 |
Nas featuring Puff Daddy |
Hate Me Now |
| 39 |
Travis |
Driftwood |
| 40 |
Kula Shaker |
Shower Your Love |
