| 1975-76 | Roadhouse S S C | N/A |
| 1976-77 | Irvinestown Wanderers | N/A |
| 1977-78 | Trillick Town | N/A |
| 1978-79 | Cranny United | N/A |
| 1979-80 | N/A | N/A |
| 1980-81 | N/A | N/A |
| 1981-82 | N/A | N/A |
| 1982-83 | N/A | N/A |
| 1983-84 | N/A | N/A |
| 1984-85 | N/A | N/A |
| 1985-86 | Bellspark United | N/A |
| 1986-87 | Claragh Augher Stars | Augher Stars |
| 1987-88 | Ballycolman Swifts | Fivemiletown United Reserves |
| 1988-89 | Barrowfield Reserves | Enniskillen Town United Colts |
| 1989-90 | Omagh Town Youth | Maguiresbridge Reserves |
| 1990-91 | N/A | N/A |
| 1991-92 | N/A | N/A |
| 1992-93 | N/A | N/A |
| 1993-94 | N/A | N/A |
| 1994-95 | Kevlin United | Fintona Swifts |
| 1995-96 | Clabby Strollers | Kevlin United Reserves |
| 1996-97 | Derrygonnelly United | N/A |
| 1997-98 | Enniskillen Rangers Reserves | Camus United |
| 1998-99 | Enniskillen Town United Colts | Mountjoy United Rerserves |