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- 2000's
- 2000 - 2001 Final Standings
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Playoff Champions
| Robert Schultz HHL Playoff Champions | ||||
| 2020 | Lumsden Monarchs | |||
| 2019 | Lumsden Monarchs | |||
| 2018 | Bethune Bulldogs | |||
| 2017 | Bethune Bulldogs | |||
| 2016 | Bethune Bulldogs | |||
| 2015 | Bethune Bulldogs | |||
| 2014 | Wynyard Monarchs | |||
| 2013 | Cupar Canucks | |||
| 2012 | Avonlea Arrows | |||
| 2011 | Raymore Rockets | |||
| 2010 | Southey Marlins | |||
| 2009 | Avonlea Arrows | |||
| 2008 | Wynyard Monarchs | |||
| 2007 | Avonlea Arrows | |||
| 2006 | Southey Marlins | |||
| 2005 | Avonlea Arrows | |||
| 2004 | Southey Marlins | |||
| 2003 | Raymore Rockets | |||
| 2002 | Lumsden Monarchs | |||
| 2001 | Lumsden Monarchs | |||
| 2000 | Raymore Rockets | |||
| 1999 | Lumsden Monarchs | |||
| 1998 | Strasbourg Maroons | |||
| 1997 | Raymore Rockets | |||
| 1996 | Cupar Canucks | |||
| 1995 | Cupar Canucks | |||
| 1994 | Raymore Rockets | |||
| 1993 | Southey Marlins | |||
| 1992 | Southey Marlins | |||
| 1991 | Lumsden Monarchs | |||
| 1990 | Raymore Rockets | |||
| 1989 | Govan/Semans Clippers | |||
| 1988 | Raymore Rockets | |||
| 1987 | Dysart Blues | |||
| 1986 | Dysart Blues | |||
| 1985 | Lumsden Monarchs | |||
| 1984 | Raymore Rockets | |||
| 1983 | Raymore Rockets | |||
| 1982 | Westridge Bruins | |||
| 1981 | Molson Exports | |||
| 1980 | Raymore Rockets | |||
| 1979 | Craik Warriors | |||
| 1978 | Strasbourg Maroons | |||
| 1977 | Lumsden Monarchs | |||
| 1976 | Ipsco Steelers | |||
| 1975 | Strasbourg Maroons | |||
| 1974 | Bethune Bulldogs | |||
| 1973 | Molson Canadians | |||
| 1972 | Bethune Bulldogs | |||
| 1971 | Craik Warriors | |||
| 1970 | Regina Voyagers | |||
| 1969 | Regina Mustangs | |||
| 1968 | Strasbourg Lions | |||
| 1967 | Drake Canucks | |||