League Winners - Top Four
| SEASON | WINNERS |
|---|---|
| 1974-75 | Enniskillen Rangers |
| 1975-76 | Dunbreen Rovers |
| 1976-77 | N/A |
| 1977-78 | Enniskillen Rangers |
| 1978-79 | Shelbourne |
| 1979-80 | Omagh Town Reserves |
| 1980-81 | Omagh Town Reserves |
| 1981-82 | Enniskillen Rangers |
| 1982-83 | Shelbourne |
| 1983-84 | Shelbourne |
| 1984-85 | Shelbourne |
| 1985-86 | Irvinestown Wanderers |
| 1986-87 | Omagh Town Reserves |
| 1987-88 | Enniskillen Rangers |
| 1988-89 | Ballinamallard United |
| 1989-90 | Omagh Town Reserves |
| 1990-91 | Enniskillen Rangers |
| 1991-92 | Enniskillen Town United |
| 1992-93 | Enniskillen Town United |
| 1993-94 | Shelbourne |
| 1994-95 | Not completed |
| 1995-96 | Dergview |
| 1996-97 | Ballinamallard Utd. Reserves |
| 1997-98 | Ballinamallard Utd. Reserves |
| 1998-99 | Not Completed |
| 1999-00 | Dergview |