Championship Games: Guelph
| 2008 | Nov. 14th | Lourdes | 36 | John F. Ross | 12 |
| 2007 | Nov. 12th | Lourdes | 13 | Guelph CVI | 9 |
| 2006 | Guelph CVI | 28 | St. James (OT) | 27 | |
| 2005 | Centennial | 33 | St. James | 21 | |
| 2004 | John F. Ross | 36 | Centennial | 22 | |
| 2003 | John F. Ross | 56 | Centennial | 0 | |
| 2002 | John F. Ross | 31 | St. James | 14 | |
| 2001 | John F. Ross | 44 | St. James | 13 | |
| 2000 | League did not operate: Labour dispute | ||||
| 1999 | John F. Ross | 34 | St. James | 7 | |
| 1998 | League did not operate: Labour dispute | ||||
| 1997 | John F. Ross | 31 | Guelph CVI | 14 | |
| 1996 | Centennial | 21 | Lourdes | 6 | |
| 1995 | Lourdes | 17 | Centennial | 10 | |
| 1994 | Guelph CVI | ||||
| 1993 | Centennial | ||||
| 1992 | Centennial | ||||
| 1991 | Lourdes | 37 | Bishop Macdonnell | 27 | |
| 1990 | John F, Ross stripped of title due to use of ineligible player | ||||
| 1989 | Centennial | ||||
| 1988 | Guelph CVI | ||||
| 1987 | Bishop Macdonnell | ||||
| 1986 | Bishop Macdonnell | ||||
| 1985 | No League Champion | ||||
| 1984 | Centennial | ||||
| 1983 | John F. Ross | ||||
| 1982 | Bishop Macdonnell | ||||
| 1981 | Bishop Macdonnell | ||||
| 1980 | Bishop Macdonnell | ||||
| 1979 | Guelph CVI | ||||
| 1978 | Guelph CVI | ||||
| 1977 | Bishop Macdonnell | ||||
| 1976 | John F. Ross | ||||
| 1975 | Norwell | ||||
| 1974 | John F. Ross | ||||
| 1973 | John F. Ross | ||||
| 1972 | John F. Ross | ||||
| 1971 | John F. Ross | ||||
| 1970 | John F. Ross | ||||
| 1969 | Guelph CVI | ||||
| 1968 | Guelph CVI | ||||
| 1967 | John F. Ross | ||||
| 1966 | John F. Ross | ||||
| 1965 | John F. Ross | ||||
| 1964 | Guelph CVI | ||||
1945 Guelph Collegiate advanced to WOSSA finals with a 25-0 win over Brantford