LIST OF SUPPLEMENTARY CUP WINNERS
| SEASON | SUPPLEMENTARY CUP WINNERS | SCORE | RUNNERS UP | VENUE | |
| 1985-86 | MULLION | 2-1 | PERRANWELL | TRURO | |
| 1986-87 | PENRYN ATHLETIC | 4-0 | RAF ST MAWGAN | HELSTON | |
| 1987-88 | HELSTON ATHLETIC | 4-3 | PENDEEN ROVERS | MARAZION | |
| 1988-89 | PORTHLEVEN | 2-1 | RAF ST MAWGAN | TRURO | |
| 1989-90 | PORTHLEVEN RESERVES | 1-1 | ST AGNES | PENRYN | |
|
REPLAY |
|||||
| ST AGNES | 2-0 | PORTHLEVEN RESERVES | PENRYN | ||
| 1990-91 | ST AGNES | 2-1 | FALMOUTH TOWN RESERVES | PORTHLEVEN | |
| 1991-92 | PORTHLEVEN RESERVES | 1-0 | RAF ST MAWGAN | PENZANCE | |
| 1992-93 | TRURO CITY RESERVES | 1-0 | ST JUST | PENRYN | |
| 1993-94 | FALMOUTH TOWN RESERVES | 3-0 | RNAS CULDROSE | PORTHLEVEN | |
| 1994-95 | ST IVES TOWN | 1-0 | ST JUST | PENZANCE | |
| 1995-96 | HELSTON ATHLETIC | 3-0 | ST AGNES | PENZANCE | |
| 1996-97 | ST IVES TOWN | 3-1 | ST AGNES | PORTHLEVEN | |
| 1997-98 | RNAS CULDROSE | 1-0 | TROON | PORTHLEVEN | |
| 1998-99 | RNAS CULDROSE | 2-1 | WENDRON UNITED | PORTHLEVEN | |
| 1999-00 | FALMOUTH TOWN RESERVES | 6-2 | RNAS CULDROSE | WENDRON | |
| 2000-01 | ST IVES TOWN | 2-1 | ST AGNES | PENRYN | |
| 2001-02 | ST AGNES | 4-0 | PERRANWELL | PENRYN | |
| 2002-03 | ILLOGAN | 0-0 | RNAS CULDROSE | FALMOUTH | |
|
REPLAY |
|||||
| ILLOGAN | 2-1 | RNAS CULDROSE | PENRYN | ||
| 2003-04 | GOONHAVERN | 3-0 | HAYLE | PENZANCE | |
| 2004-05 | HAYLE | 1-0 | PENRYN ATHLETIC RESERVES | FALMOUTH | |
| 2005-06 | HOLMAN SC | 3-1 | LUDGVAN | PENZANCE | |
| 2006-07 | ST AGNES | 5-2 | HELSTON ATHLETIC | FALMOUTH | |
| 2007-08 | PENRYN ATHLETIC RESERVES | 3-2 | FALMOUTH TOWN RESERVES | HELSTON | ATTENDANCE |
| 2008-09 | FALMOUTH TOWN RESERVES | 4-0 | PORTREATH | WENDRON | 95 |
| 2009-10 | FALMOUTH TOWN RESERVES | 4-2 | HOLMAN SC | WENDRON | 160 |
| 2010-11 | HAYLE RESERVES | 2-1 | WENDRON UNITED | HELSTON | 200 |
| 2011-12 | TROON | 1-0 | PERRANWELL | FALMOUTH (Town) | 153 |
| 2012-13 | PENRYN ATHLETIC RESERVES | 2-1 | ST AGNES | WENDRON | 154 |
| 2013-14 | NOT PLAYED DUE TO ADVERSE WEATHER CONDITIONS | ||||
| 2014-15 | ILLOGAN RBL RESERVES | 5-0 | PENRYN ATHLETIC RESERVES | HELSTON | 127 |
| 2015-16 | HOLMAN SC | 3-0 | HAYLE | PENRYN | 137 |
| 2016-17 | PERRANPORTH | 1-0 | PORTHLEVEN RESERVES | ILLOGAN | 117 |
| 2017-18 | CARHARRACK | 5-2 | ST AGNES | HELSTON | 123 |
| 2018-19 | HELSTON ATHLETIC RESERVES | 1-0 | FALMOUTH TOWN RESERVES | WENDRON | 163 |
| 2019-21 | NOT PLAYED DUE TO COVID | ||||
| 2021-22 | ST DAY RESERVES | 2-0 | PENDEEN ROVERS | PENRYN | 143 |
| 2022-23 | RNAS CULDROSE | 3-2 | ST DAY RESERVES | WENDRON | 152 |