Ganador de la Copa
| Temporada | Equipo | Título | |
|---|---|---|---|
| 2005 |  | South East United | 2. |
| 2004 |  | Carribean Star Harlem United | 13. |
| 2003 | | Carribean Star Harlem United | 12. |
| 2002 | | South East United | 1. |
| 1998 |  | Pointe Michel | 1. |
| 1997 | | Carribean Star Harlem United | 11. |
| 1994 | | Carribean Star Harlem United | 10. |