| # of Times | #1 Streak Days | Video | Artist |
|---|---|---|---|
| 57 | 15 10/27/99 - 11/16/99 |
Larger Than Life | Backstreet Boys |
| 54 | 25 2/4/00 - 3/10/00 |
Bye, Bye, Bye | 'N Sync |
| 47 | 19 7/2/99 - 7/28/99 |
I Want It That Way | Backstreet Boys |
| 40 | 26 4/2/99 - 5/7/99 |
I Drive Myself Crazy | 'N Sync |
| 36 | 07 1/25/99 - 2/2/99 |
(God Must Have Spent) A Little More Time on You | 'N Sync |
| 32 | 06 12/9/98 - 12/16/98, 1/4/99 - 1/11/99 |
All I Have to Give | Backstreet Boys |
| 27 | 07 |
Tearin’ Up My Heart | 'N Sync |
| 27 | 05 6/22/00 - 6/28/00 |
If Only | Hanson |
| 26 | 05 8/10/00 - 8/16/00 |
It’s Gonna Be Me | 'N Sync |
| 21 | 17 1/4/00 - 1/26/00 |
Show Me the Meaning of Being Lonely | Backstreet Boys |
| 21 | 06 8/12/99 - 8/19/99 |
Music of My Heart | 'N Sync |
| 20 | 05 5/10/00 - 5/16/00, 5/18/00 - 5/24/00 |
The Real Slim Shady | Eminem |
| 19 | 06 9/7/00 –9/14/00, 9/21/00 - 9/28/00 |
Lucky | Britney Spears |
| 14 | 05 11/4/98 - 11/10/98 |
I’ll Never Break Your Heart | Backstreet Boys |
| 11 | 03 On Total Request only |
Everybody (Backstreet’s Back) | Backstreet Boys |
| 11 | 03 2/25/99 - 3/1/99 |
Freak on a Leash | Korn |
| 10 | 04 11/17/99 - 11/22/99 |
Falling Away From Me | Korn |
| 08 | 03 4/14/00 - 4/18/00, 5/1/00 - 5/3/00 |
Oops! I Did It Again | Britney Spears |
| 07 | 04 8/31/00 - 9/6/00 |
Come On Over (All I Want Is You) | Christina Aguilera |
| 07 | 03 12/21/99 - 12/23/99, 12/28/99 - 12/30/99 |
What A Girl Wants | Christina Aguilera |
| 06 | 03 8/6/99 - 8/10/99 |
Nookie | Limp Bizkit |
| 05 | 02 8/17/00 - 8/18/00 |
The One | Backstreet Boys |
| 03 | 01 | She Bangs | Ricky Martin |
| 03 | 02 12/21/98 - 12/22/98 |
Merry Christmas Happy Holidays | 'N Sync |
| 03 | 02 3/30/99 - 3/31/99 |
The Hardest Thing | 98 Degrees |
| 02 | 01 |
Baby One More Time | Britney Spears |
| 02 | 01 |
(You Drive Me) Crazy | Britney Spears |
| 01 | 01 |
I Do (Cherish You) | 98 Degrees |
| 01 | 01 |
The Bum Bum Song (Lonely Swedish) | Tom Green |
| 01 | 01 |
From the Bottom of My Broken Heart | Britney Spears |
| 01 | 01 |
Rock the Party | P.O.D. |
| 01 | 01 |
The Way I Am | Eminem |
| | |||
| 01 | 01 |
Break Stuff | Limp Bizkit |
| 01 | 01 |
The Thong Song | Sisqo |
| 01 | 01 |
Big Pimpin’ | Jay-Z |
