St. Georges Past Winners Back to Trophies
2016-2017 Winner John Osborn #1
| Year | To | Team |
| 2017 | 2018 | |
| 2016 | 2017 | John Osborn #1 |
| 2015 | 2016 | Assiniboia |
| 2014 | 2015 | Assiniboia #2 |
| 2013 | 2014 | Norwood #2 |
| 2012 | 2013 |
Assiniboia #1 (Formerly John Osborn #2) |
| 2011 | 2012 |
Assiniboia #1 (Formerly John Osborn #2) |
| 2010 | 2011 | Assiniboia #2 |
| 2009 | 2010 | Eddy's |
| 2008 | 2009 | Rockwood #1 |
| 2007 | 2008 | John Osborn #2 |
| 2006 | 2007 | Bourbon St |
| 2005 | 2006 | John Osborn #1 |
| 2004 | 2005 | John Osborn #2 |
| 2003 | 2004 | Fort Rouge #2 |
| 2002 | 2003 | Rockwood |
| 2001 | 2002 | Winnipeg |
| 2000 | 2001 | St James #2 |
| 1999 | 2000 | St James #1 |
| 1998 | 1999 | Imperial Vets |
| 1997 | 1998 | Norwood |
| 1996 | 1997 | Rockwood #2 |
| 1995 | 1996 | Fort Rouge #2 |
| 1994 | 1995 | |
| 1993 | 1994 | Fort Rouge #2 |
| 1992 | 1993 | John Osborne |
| 1991 | 1992 | Imperial Vets |
| 1990 | 1991 | Norwood #2 |
| 1989 | 1990 | Norwood #2 |
| 1988 | 1989 | Fort Rouge #1 |
| 1987 | 1988 | Imperial Vets |
| 1986 | 1987 | Winnipeg #1 |
| 1985 | 1986 | Rockwood |
| 1984 | 1985 | Winnipeg #1 |
| 1983 | 1984 | St James #2 |
| 1982 | 1983 | Assiniboia #1 |
| 1981 | 1982 | Rockwood |
| 1980 | 1981 | St Vital #2 |
| 1979 | 1980 | St Vital |