| 1985-86 | Workington | Gretna | |
| 1986-87 | Cleator Moor Celtic | Cumbria Police | 0-0, rep 1-0 |
| 1987-88 | Gretna | Wetheriggs | |
| 1988-89 | Gretna | Cleator Moor Celtic | 1-0 |
| 1989-90 | Carlisle United | Marchon | |
| 1990-91 | Marchon | Cleator Moor Celtic | |
| 1991-92 | Gretna | Penrith | |
| 1992-93 | Carlisle United | Gretna | |
| 1993-94 | Gretna | Carlisle United | |
| 1994-95 | Gretna | Penrith | 2-0 |
| 1995-96 | Workington | Cleator Moor Celtic | |
| 1996-97 | Gretna | Gillford Park | |
| 1997-98 | Windscale | Carlisle City | |
| 1998-99 | Cleator Moor Celtic | Carlisle City | 1-1, 4-2 |
| 1999-00 | Workington | Carlisle United | 2-0 |
| 2000-01 | Penrith | Northbank | 2-0 |
| 2001-02 | Carlisle United | Carlisle City | |
| 2002-03 | Northbank | Carlisle United | |
| 2003-04 | Carlisle City | Penrith | |
| 2004-05 | Carlisle United | Aspatria | 2-1 |
| 2005-06 | Penrith | Carlisle City | 1-0 |
Please credit the F.C.H.D. when using this information elsewhere