Ganador de la Supercopa
| Temporada | Equipo | Título | |
|---|---|---|---|
| 2020 |  | Southampton Rangers | 2. |
| 2019 |  | Robin Hood FC | 1. |
| 2018 |  | PHC Zebras | 7. |
| 2017 | | PHC Zebras | 6. |
| 2016 |  | Dandy Town | 8. |
| 2015 | | Dandy Town | 7. |
| 2014 | | Dandy Town | 6. |
| 2013 |  | Devonshire Cougars | 3. |
| 2012 | | Dandy Town | 5. |
| 2011 |  | North Village | 7. |
| 2010 | | Devonshire Cougars | 2. |
| 2009 |  | Boulevard Blazers | 3. |
| 2008 | | PHC Zebras | 5. |
| 2007 | | Devonshire Cougars | 1. |
| 2006 | | Dandy Town | 4. |
| 2005 | | North Village | 6. |
| 2004 | | North Village | 5. |
| 2003 | | North Village | 4. |
| 2002 | | North Village | 3. |
| 2001 | | Dandy Town | 3. |
| 2000 | | North Village | 2. |
| 1999 |  | Devonshire Colts | 2. |
| 1998 | | Boulevard Blazers | 2. |
| 1997 | | Devonshire Colts | 1. |
| 1996 |  | Vasco Da Gama FC | 2. |
| 1995 | | Vasco Da Gama FC | 1. |
| 1994 | | Dandy Town | 2. |
| 1993 | | Boulevard Blazers | 1. |
| 1992 | | PHC Zebras | 4. |
| 1991 | | PHC Zebras | 3. |
| 1990 | | PHC Zebras | 2. |
| 1989 | | PHC Zebras | 1. |
| 1988 | | Dandy Town | 1. |
| 1987 |  | Somerset Trojans | 1. |
| 1986 | | North Village | 1. |
| 1985 |  | Hotels International FC | 1. |
| 1984 | | Southampton Rangers | 1. |