Championship Games: Kent
| 2008 | Nov. 8th | Ursuline | 36 | John McGregor | 0 |
| 2007 | Ursuline | ||||
| 2006 | Blenheim | 27 | Ursuline | 26 | |
| 2005 | Ursuline | 24 | Wallaceburg | 14 | |
| 2004 | McGregor | 43 | Wallaceburg | 6 | |
| 2003 | Nov. 1st | Ursuline | 15 | John McGregor | 0 |
| 2002 | Chatham-Kent | 29 | Blenheim | 7 | |
| 2001 | Nov. 3rd | Chatham Collegiate | 24 | Chatham-Kent | 12 |
| 2000 | Nov. 11th | Blenheim | 42 | McGregor | 14 |
| 1999 | Wallaceburg | 6 | Ursuline | 5 | |
| 1998 | League did not operate: Labour dispute | ||||
| 1997 | Chatham Collegiate | 21 | Wallaceburg | 17 | |
| 1996 | Chatham-Kent | ||||
| 1995 | Blenheim | ||||
| 1994 | McGregor | ||||
1968: Wallaceburg