OSMFLL 
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| PAST CHAMPIONS | ||||
|---|---|---|---|---|
| Year | A Champion | A Finalist | B Champion | B Finalist |
| 2024 | Orangeville Generals | Six Nations Stallions | Milton Chaos | London Mollys |
| 2023 | Hamilton Bengals | London Mollys | Toronto Blue Jays | Six Nations Stallions |
| 2022 | Hamilton Bengals | Six Nations Stallions | Milton Chaos | Toronto Blue Jays |
| 2021 | Six Nations Stallions | Hamilton Bengals | London Mollys | United L.C. |
| 2019 | Toronto Blue Jays | Hamilton Bengals | Burlington Lakers | United L.C. |
| 2018 | Six Nations Stallions | Toronto Blue Jays | United L.C. | London |
| 2017 | Toronto Blue Jays | Orangeville Generals | London Mollys | United L.C. |
| 2016 | Hamilton Bengals | CW Wolves | London | United L.C. |
| 2015 | Toronto Blue Jays | CW Wolves | Orangeville Generals | United L.C. |
| 2014 | Toronto Blue Jays | CW Wolves | Burlington Lakers | Orangeville General |
| 2013 | London Molly Blooms | Hamilton Bengals | Burlington Lakers | Toronto Blue Jays |
| 2012 | CW Wolves | Niagara Raiders | K-W United | Simcoe |
| 2011 | Brooklin Barrage | Niagara Raiders | K-W United | Brampton Demons |
| 2010 | London Molly Blooms | Niagara Raiders | Barrie Lakeshores | Brampton Demons |
| 2009 | Toronto Blue Jays | Barrie Lakeshores | CW Wolves | Niagara Raiders |
| 2008 | Six Nations | Burlington Lakers | Barrie Lakeshores | Brampton Excelsiors |
| 2007 | Brooklin Barrage | Brampton Excelsiors | CW Wolves | |
| 2006 | Six Nations | London Molly Blooms | Brooklin Barrage | Niagara Raiders |
| 2005 | London Molly Blooms | Burlington Lakers | Niagara Raiders | Toronto L.C. |
| 2004 | London Molly Blooms | Burlington Lakers | Naranja | |
| 2003 | Burlington Lakers | London Molly Blooms | Niagara Raiders | |
| 2002 | Hamilton Lakers | Peterborough | Barrie Lakeshores | |
| 2001 | Peterborough | |||
| 2000 | Hamilton Lakers | Oshawa | ||
| 1999 | Oshawa Blue Knights | |||
| 1998 | Missing Info | |||
| 1997 | Hamilton Lakers | Toronto | ||
| 1996 | Oshawa Blue Knights | Toronto | ||
| 1995 | Hamilton Lakers | Six Nations | ||
| 1994 | Hamilton Lakers | Toronto | ||
| 1993 | Oshawa Blue Knights | Toronto | ||
| 1992 | Oshawa Blue Knights | Toronto | ||
| 1991 | Oshawa Blue Knights | Mimico | ||
| 1990 | Oshawa Blue Knights | Mimico | ||
| 1989 | Oshawa Blue Knights | Mimico | ||
| 1988 | Oshawa Blue Knights | |||
| 1987 | Peterborough | |||
| 1986 | Peterborough | |||
| 1985 | Peterborough | |||
| 1984 | Peterborough | Ottawa | ||
| 1983 | Peterborough | |||