| 1999 | | Prince |  |
| Beat It | | Michael Jackson | |
| Bye Bye Love | | Everly Brothers | |
| Closing Time | | Semisonic | |
| Don't Say Goodbye | | Paulina Rubio | |
| Every Time We Say Goodbye | | Rod Stewart | |
| Good Riddance | | Green Day | |
| Good Times | | Chic | |
| Goodbye To You | | Scandal | |
| Goodbye Yellow Brick Road | | Elton John | |
| Goodnight Sweetheart | | Spaniels | |
| I Don't Believe In Goodbye | | Sawyer Brown | |
| Kiss This Thing Goodbye | | Del Amitri | |
| Last Dance | | Donna Summer | |
| Last Goodbye | | Jeff Buckley | |
| One Love | | Bob Marley | |
| Take Me With You | | Prince | |
| Then You Can Tell Me Goodbye | | The Casinos | |
| Too Late For Goodbyes | | Julian Lennon | |
| We Are Never Ever Getting Back Together | | Taylor Swift | |
| When It's Over | | Sugar Ray | |
