| Year | Player | Club | Score | Venue |
| 2023 | Teerawut Boonseeor | Thailand | 215 | Teulon |
| 2022 | Braxton Kuntz | Breezy Bend | 203 | St. Charles |
| 2021 | Braxton Kuntz | Breezy Bend | 219 | Shilo |
| 2020 | Neel Soni | St. Charles | 208 | Selkirk |
| 2019 | Jacob Armstrong | St. Boniface | 293 | Pine Ridge/Elmhurst |
| 2018 | Ryan McMillan | Elmhurst | 295 | Breezy Bend/St. Charles |
| 2017 | Ryan McMillan | Elmhurst | 278 | Rossmere |
| 2016 | Zach Wytinck | Golf MB PPC | 291 | Portage/Bel Acres |
| 2015 | Wesley Hoydalo | Selkirk | 285 | Transcona/Elmhurst |
| 2014 | Travis Fredborg | Selkirk | 289 | Rossmere |
| 2013 | Travis Fredborg | Selkirk | 289 | Selkirk/Elmhurst |
| 2012 | Ryan Sholdice | Teulon | 287 | John Blumberg/St. Charles |
| 2011 | Myles Sullivan | Portage | 295 | Bel Acres |
| 2010 | Aaron Cockerill | Teulon | 292 | Teulon/Niakwa |
| 2009 | Ryan Pitzel | Rossmere | 291 | Rossmere |
| 2008 | Kevin Giesbrecht | Carman | 288 | Meadows |
| 2007 | Kevin Giesbrecht | Carman | 298 | Southwood/Transcona |
| 2006 | Kevin Giesbrecht | Carman | 287 | Breezy Bend/Carman |
| 2005 | Jesse Skelton | Bel Acres | 215 | John Blumberg/South Interlake |
| 2004 | Michael Goldberg | Glendale | 296 | Bel Acres/Kingswood/Glendale |
| 2003 | Mike Keast | Niakwa | 275 | Quarry Oaks/Steinbach |
| 2002 | Mike Keast | Niakwa | 285 | Selkirk/Sandy Hook/Pinawa |
| 2001 | Terry James | Niakwa | 286 | South Interlake/Mars/St. Charles |
| 2000 | Peter More | Rossmere | 287 | Portage/Teulon/Elmhurst/Rossmere |
| 1999 | Ryan Horn | Dauphin | 281 | Transcona/Rat River |
| 1998 | Steven Bucko | Larters | 297 | Teulon/Glendale |
| 1997 | Adam Speirs | St. Charles | 279 | Southwood/Steinbach |
| 1996 | Dave Francis | Kenora | 284 | Selkirk |
| 1995 | David Hill | St. Charles | 308 | Elmhurst |
| 1994 | Rob McMillan | Pine Ridge | 286 | Rossmere/Selkirk |
| 1993 | Rob McMillan | Pine Ridge | 290 | Bel Acres |
| 1992 | Rob McMillan | Pine Ridge | 286 | St. Boniface/Selkirk |
| 1991 | Rob McMillan | Pine Ridge | 212 | Elmhurst |
| 1990 | Dale Goehring | Breezy Bend | 300 | Elmhurst/Transcona |
| 1989 | Scott Parker | Rossmere | 294 | Breezy Bend/John Blumberg |
| 1988 | Scott Parker | Rossmere | 289 | Rossmere |
| 1987 | Jeff Helper | Glendale | 289 | Niakwa |
| 1986 | Scott Parker | Rossmere | 299 | Bel Acres |
| 1985 | Todd Fanning | Southwood | 286 | Glendale |
| 1984 | Todd Fanning | Southwood | 292 | Selkirk |
| 1983 | David White | Southwood | 297 | Glendale/Pine Ridge |
| 1982 | Craig Kindrat | Selkirk | 286 | Rossmere |
| 1981 | Marc Chamberland | Breezy Bend | 285 | Elmhurst/Transcona |
| 1980 | Brian Baert | St. Boniface | 307 | Bel Acres/John Blumberg |
| 1979 | Todd Teplitski | Pine Ridge | 295 | Rossmere |
| 1978 | Peter Hayes | Rossmere | 302 | Breezy Bend |
| 1977 | Peter Hayes | Rossmere | 307 | Niakwa |
| 1976 | Doug Howell | John Blumberg | 302 | John Blumberg |
| 1975 | Darrell McDonald | Niakwa | 307 | Elmhurst |
| 1974 | Bill Parker | Niakwa | 296 | Glendale |
| 1973 | Darrell McDonald | Niakwa | 298 | Breezy Bend |
| 1972 | Craig Dearden | Elmhurst | 310 | Bel Acres |
| 1971 | John Kropp | Niakwa | 308 | St. Charles |
| 1970 | Dan Halldorson | Brandon | 3 & 2 | Elmhurst |
| 1969 | Mark Shushack | Thunder Bay | 3 & 2 | St. Boniface |
| 1968 | M. Braovac | Thunder Bay | 5 & 4 | Pine Ridge |
| 1967 | David Hill | Southwood | 2 & 1 | Breezy Bend |
| 1966 | David Hill | Southwood | 4 & 2 | Bel Acres |
| 1965 | David Hill | Southwood | 5 & 3 | Breezy Bend |
| 1964 | Terry More | Southwood | 6 & 5 | Southwood |
| 1963 | Jerry Hamovich | Pine Ridge | 2 Up | Rossmere |
| 1962 | Jerry Moore | Southwood | 3 & 2 | Elmhurst |
| 1961 | Jerry Moore | Southwood | 2 & 1 | St. Boniface |
| 1960 | Peter Ball | Southwood | 5 & 3 | Wildewood |
| 1959 | Bob Dunbar | Niakwa | 10 & 8 | Niakwa |
| 1958 | Don Atkinson | Wildewood | 152 | Glendale |
| 1957 | Don Boes | St. Boniface | 144 | Niakwa |
| 1956 | Don Atkinson | Wildewood | 156 | Pine Ridge |
| 1955 | George Knudson | St. Charles | 143 | Glendale |
| 1954 | George Knudson | St. Charles | 142 | Southwood |
| 1953 | Alan Patterson | Southwood | 149 | Southwood |
| 1952 | Tom McDougall | Southwood | 148 | Tuxedo |
| 1951 | Jim Doyle | Sandy Hook | 148 | Tuxedo |
| 1950 | Ken Toland | Southwood | 151 | Tuxedo |
| 1949 | Don Gardner | Charleswood | 148 | Tuxedo |
| 1948 | Don Howe | Southwood | 149 | Southwood |
| 1947 | Billy Roy | Pine Falls | 152 | Tuxedo |
| 1946 | Don Gardner | unattached | 72 | Tuxedo |
| 1945 | Billy Roy | Pine Falls | 75 | Tuxedo |
| 1944 | Cam Miller | Southwood | 78 | Tuxedo |
| 1943 | Bill Brown | Polo Park | 80 | Tuxedo |
| 1942 | E. Beauchemin | Royalmount | 72 | Tuxedo |
| 1941 | E. Beuachemin | | | |
| 1940 | Edward P. Aseltine | | | |
| 1939 | James R. Inglis | | | |
| 1938 | Howard R. Bennett | | |
| 1937 | Howard R. Bennett | | |
| 1936 | Harry McClure | | | |
| 1935 | Pete Shympko | | | |
| 1934 | D. Mitchell | | | |
| 1933 | A. Cotton | | | |
| 1932 | H. Critchley | | | |
| 1931 | D. Critchley | | | |
| 1930 | R. J. Reith | | | |
| 1929 | Bud Donovan | | | |
| 1928 | C. Reid | | | |
| 1927 | R. Bannister | | | |
| 1926 | R. Bannister | | | |
| 1925 | Ernest Palmer | | | |
| 1924 | Robert Lawson | | | |
| 1923 | F. Woolley | |
