Past Champions - Orr Division

Year Champion (Finalist)
1971 Bowmanville Eagles 
1972 Cobourg Cougars (Lindsay Mercurys)
1973 Lindsay Mercurys 
1974 Cobourg Cougars 
1975 Lindsay Muskies 
1976 Cobourg Cougars 
1977 Bowmanville Eagles 
1978 Bowmanville Eagles 
1979 Bowmanville Eagles 
1980 Lindsay Muskies 
1981 Bowmanville Eagles (Lindsay Muskies)
1982 Bowmanville Eagles (Lindsay Muskies)
1983 Lindsay Muskies (Bowmanville Eagles)
1984 Bowmanville Eagles (Little Britain Merchants)
1985 Bowmanville Eagles (Lakefield Chiefs)
1986 Lakefield Chiefs (Cobourg Cougars)
1987 Lakefield Chiefs (Wellington Dukes)
1988 Port Perry Mojacks (Wellington Dukes)
1989 Lakefield Chiefs (Wellington Dukes)
1990 Port Perry Mojacks 
1991 Uxbridge Bruins 
1992 Port Perry Mojacks 
1993 Bowmanville Eagles 
1994 Bowmanville Eagles 
1995 Bowmanville Eagles 
1996 Uxbridge Bruins 
1997 Lakefield Chiefs 
1998 Little Britain Merchants 
1999 Lakefield Chiefs (Uxbridge Bruins)
2000 Lakefield Chiefs (Georgina Ice)
2001 Uxbridge Bruins (Lakefield Chiefs)
2002 Uxbridge Bruins (Lakefield Chiefs)
2003 Georgina Ice (Lakefield Chiefs)
2004 Lakefield Chiefs (Georgina Ice)
2005 Uxbridge Bruins (Port Perry Mojacks)
2006 Port Perry Mojacks (Uxbridge Bruins)
2007 Lakefield Chiefs (Port Perry Mojacks)
2008 Georgina Ice (Lakefield Chiefs)
2009 Uxbridge Bruins (Lakefield Chiefs)
2010 Little Britain Merchants (Uxbridge Bruins)
2011 Port Perry MoJacks (Uxbridge Bruins)
2012 Clarington Eagles (Lakefield Chiefs)
2013 Lakefield Chiefs (Uxbridge Bruins)
2014 Lakefield Chiefs (Uxbridge Bruins)
2015 Clarington Eagles (Uxbridge Bruins)
2016 Port Perry MoJacks (Clarington Eagles)
2017 Lakefield Chiefs (Clarington Eagles)
2018 Lakefield Chiefs (Port Perry MoJacks)

1971 Bowmanville Eagles Lost Final to Dresden
1972 Cobourg Cougars Lost Final to Leamington
1973 Lindsay Mercurys Lost Final to Caledonia
1974 Cobourg Cougars Won CSC vs. Simcoe
1975 Lindsay Muskies Lost Final to Essex
1976 Cobourg Cougars Lost SF to Dunnville
1977 Bowmanville Eagles Lost Final to Essex
1978 Bowmanville Eagles Lost Final to Essex
1979 Bowmanville Eagles Won CSC vs. Kincardine
1980 Lindsay Muskies Lost QF to Gananoque
1981 Bowmanville Eagles Won CSC vs. Essex
1982 Bowmanville Eagles Lost Final to Flamborough
1983 Lindsay Muskies Lost Final to Dunnville
1984 Bowmanville Eagles Lost SF to Penetang
1985 Bowmanville Eagles Lost SF to Midland
1986 Lakefield Chiefs Lost SF to Bradford
1987 Lakefield Chiefs Won CSC vs. Norwich
1988 Port Perry Mojacks Lost Final to Mooretown
1989 Lakefield Chiefs Lost SF to Bradford
1990 Port Perry Mojacks Lost QF to Napanee
1991 Uxbridge Bruins Lost SF to Orangeville
1992 Port Perry Mojacks Lost SF to Stayner
1993 Bowmanville Eagles Lost QF to Napanee
1994 Bowmanville Eagles Lost SF to Rockton
1995 Bowmanville Eagles Lost Final to Belle River
1996 Uxbridge Bruins Lost QF to Napanee
1997 Lakefield Chiefs Lost SF to Glanbrook
1998 Little Britain Merchants Lost SF to Glanbrook
1999 Lakefield Chiefs Lost SF to Glanbrook
2000 Lakefield Chiefs Won CSC vs. Belle River
2001 Uxbridge Bruins Lost SF to Chippawa
2002 Uxbridge Bruins Lost Final to Essex
2003 Georgina Ice Lost Final to Grimsby
2004 Lakefield Chiefs Lost SF to Grimsby
2005 Uxbridge Bruins Lost SF to Grimsby
2006 Port Perry Mojacks Lost SF to Penetang
2007 Lakefield Chiefs Lost SF to Penetang
2008 Georgina Ice Lost QF to Napanee
2009 Uxbridge Bruins Lost QF to Amherstview
2010 Little Britain Merchants Lost QF to Napanee
2011 Port Perry Mojacks Lost QF to Picton
2012 Clarington Eagles Lost QF to Campbellford
2013 Lakefield Chiefs Lost QF to Picton
2014 Lakefield Chiefs Won CSC vs. Essex
2015 Clarington Eagles Lost QF to Port Hope
2016 Port Perry Mojacks Lost QF to Port Hope
2017 Lakefield Chiefs Lost QF to Port Hope
2018 Lakefield Chiefs Won CSC vs Glanbrook