| Year | Player | Club | Score | Venue |
| 2025 | Evan Nachtigall | Shilo | 208 | Southwood |
| 2024 | Braxton Kuntz | Breezy Bend | 206 | Niakwa |
| 2023 | Braxton Kuntz | Breezy Bend | 205 | Oak Island |
| 2022 | Braxton Kuntz | Breezy Bend | 209 | Elmhurst |
| 2021 | Braxton Kuntz | Breezy Bend | 272 | Neepawa |
| 2020 | Marco Trstenjak | Elmhurst | 286 | Minnewasta/Glendale |
| 2019 | Colwyn Abgrall | Southwood | 286 | Quarry Oaks |
| 2018 | Justin McDonald | Breezy Bend | 285 | Quarry Oaks/Glendale |
| 2017 | Travis Fredborg | Pine Ridge | 280 | Selkirk/Elmhurst |
| 2016 | Devon Schade | Elmhurst | 282 | Minnewasta |
| 2015 | Devon Schade | Elmhurst | 281 | Bridges |
| 2014 | Todd Fanning | Niakwa | 278 | Niakwa |
| 2013 | Derek East | St. Charles | 275 | Neepawa |
| 2012 | Josh Wytinck | Pine Ridge | 289 | Glendale |
| 2011 | Jesse Skelton | Breezy Bend | 270 | Portage |
| 2010 | Peter More | Breezy Bend | 279 | Breezy Bend |
| 2009 | Garth Collings | Breezy Bend | 290 | Pinawa/Elmhurst |
| 2008 | Brad Kirton | Pine Ridge | 280 | Links at the Lake |
| 2007 | Brad Kirton | Pine Ridge | 279 | Bel Acres/Minnewasta |
| 2006 | Matt Johnston | St. Charles | 283 | Transcona/St. Charles |
| 2005 | Jordan Krantz | Eagles Landing | 280 | Larters/Links at the Lake |
| 2004 | Jordan Krantz | Eagles Landing | 284 | Quarry Oaks/Steinbach/Pinawa |
| 2003 | Kevin Kotyk | Elmhurst | 285 | St. Boniface/Winkler/Elmhurst |
| 2002 | Mike Keast | Niakwa | 278 | Rossmere/Steinbach |
| 2001 | Adam Speirs | St. Charles | 278 | Selkirk/Pelican Beach |
| 2000 | Kevin Kotyk | Rossmere | 288 | St. Boniface/Pinawa |
| 1999 | Adam Speirs | St. Charles | 283 | Steinbach/Niakwa |
| 1998 | Terry Hashimoto | Breezy Bend | 286 | Minnewasta/St. Charles |
| 1997 | Jamie Wilkie | Glendale | 285 | Rossmere |
| 1996 | Rob McMillan | Pine Ridge | 283 | Bel Acres |
| 1995 | Rob McMillan | Pine Ridge | 296 | Breezy Bend |
| 1994 | Garth Collings | Breezy Bend | 284 | Glendale |
| 1993 | Rob McMillan | Pine Ridge | 296 | Niakwa |
| 1992 | Todd Fanning | Southwood | 280 | Southwood |
| 1991 | Todd Fanning | Southwood | 280 | Rossmere |
| 1990 | Todd Fanning | Southwood | 291 | St. Boniface |
| 1989 | Dave McMillan | Rossmere | 290 | St. Charles/Pine Ridge |
| 1988 | Kevin Baker | St. Charles | 286 | Bel Acres/Elmhurst |
| 1987 | Garth Collings | Breezy Bend | 289 | Breezy Bend |
| 1986 | Glen Hnatiuk | Selkirk | 275 | John Blumberg/Glendale |
| 1985 | Terry Hashimoto | St. Charles | 281 | Elmhurst/Pine Ridge |
| 1984 | Todd Fanning | Southwood | 296 | Breezy Bend |
| 1983 | Pat Doyle | Sandy Hook | 287 | John Blumberg/St. Charles |
| 1982 | Billy Parker | Breezy Bend | 288 | Glendale/Bel Acres |
| 1981 | Dan Scanlon | Breezy Bend | 289 | Niakwa/Southwood |
| 1980 | Craig Dearden | Glendale | 292 | Rossmere/St. Boniface |
| 1979 | Billy Parker | Elmhurst | 289 | Elmhurst |
| 1978 | Billy Parker | Elmhurst | 299 | St. Charles |
| 1977 | Ted Homenuik | Rossmere | 289 | St. Charles |
| 1976 | Gary Kullman | Rossmere | 296 | Glendale |
| 1975 | Jim Doyle | Elmhurst | 286 | Glendale |
| 1974 | Steve Bannatyne | Rossmere | 286 | Rossmere |
| 1973 | Gary Kullman | Rossmere | 292 | St. Boniface |
| 1972 | Steve Bannatyne | Rossmere | 288 | Pine Ridge |
| 1971 | Gary Kullman | Rossmere | 4 & 3 | Breezy Bend |
| 1970 | David Krucik | Elmhurst | 4 & 2 | Elmhurst |
| 1969 | Ted Homenuik | Elmhurst | 8 & 7 | Bel Acres |
| 1968 | Barry Chipka | Rossmere | 5 & 3 | Rossmere |
| 1967 | Terry More | Southwood | 5 & 4 | Southwood |
| 1966 | Nick Mickoski | Elmhurst | 8 & 6 | Rossmere |
| 1965 | Barry McKenzie | Rossmere | 4 & 3 | St. Boniface |
| 1964 | Don Alexander | Niakwa | 3 & 2 | Niakwa |
| 1963 | Bill Pidlaski | Elmhurst | 39th | St. Charles |
| 1962 | Ron Fiddler | Elmhurst | 9 & 8 | Breezy Bend |
| 1961 | Ted Homenuik | Rossmere | 37th | Elmhurst |
| 1960 | Bill Pidlaski | Elmhurst | 9 & 8 | Elmhurst |
| 1959 | Ron Fiddler | St. Boniface | 3 & 2 | Southwood |
| 1958 | Don Gardner | Niakwa | 5 & 4 | Elmhurst |
| 1957 | Wilf Homenuik | Elmhurst | 5 & 4 | Pine Ridge |
| 1956 | Wilf Homenuik | Elmhurst | 7 & 6 | Glendale |
| 1955 | Rod McCulloch | Assiniboine | 10 & 9 | Elmhurst |
| 1954 | Jack Jacobs | Tuxedo | 5 & 4 | St. Charles |
| 1953 | Roy Kepron | Elmhurst | 6 & 5 | Pine Ridge |
| 1952 | Merv Moxley | Niakwa | 8 & 7 | Niakwa |
| 1951 | Bill Budd | St. Boniface | 2 & 1 | Southwood |
| 1950 | Mike Pidlaski | St. Boniface | 2 & 1 | Elmhurst |
| 1949 | Mike Pidlaski | St. Boniface | 4 & 3 | Niakwa |
| 1948 | Allan Boes | Southwood | 2 & 1 | St. Boniface |
| 1947 | Harold Eidsvig | Pine Ridge | 3 & 2 | Pine Ridge |
| 1946 | Harold Eidsvig | Pine Ridge | 6 & 5 | Elmhurst |
| 1945 | Charlie Woods | Niakwa | 3 & 2 | Niakwa |
| 1944 | Allan Boes | Southwood | 3 & 2 | St. Charles |
| 1943 | Allan Boes | Southwood | 9 & 8 | Southwood |
| 1942 | Howard Bennett | Southwood | 6 & 4 | Niakwa |
| 1941 | Allan Boes | Southwood | 8 & 6 | Southwood |
| 1940 | Howard Bennett | Southwood | 4 & 3 | Elmhurst |
| 1939 | Ernie Palmer | Southwood | 6 & 5 | St. Charles |
| 1938 | Ernie Palmer | Southwood | | Pine Ridge |
| 1937 | R. J. Reith | Assiniboine | | Niakwa |
| 1936 | R. J. Reith | Assiniboine | | Wasagaming |
| 1935 | R. J. Reith | Assiniboine | | Elmhurst |
| 1934 | A. A. Weir | Winnipeg Beach | | St. Charles |
| 1933 | R. J. Reith | Assiniboine | | Pine Ridge |
| 1932 | R. J. Reith | Assiniboine | | |
| 1931 | D. N Arnott | Assiniboine | | |
| 1930 | D. N. Arnott | Assiniboine | | |
| 1929 | A. A. Weir | Niakwa | | |
| 1928 | A. C. MacWilliams | Elmhurst | | |
| 1927 | C. L. Hodgman | Niakwa | | |
| 1926 | Ross Sommerville | London | | |
| 1925 | J. T. Cuthbert | Norwood | | |
| 1924 | F. F. Tribe | Norwood | | |
| 1923 | J. T. Cuthbert | Winnipeg | | |
| 1922 | A. J. Wilson | Pine Ridge |
