Manitoba Men’s Willingdon Cup Team Appearances
| 2023 | Braxton Kuntz, Breezy Bend Ryan McMillan, Elmhurst Evan Nachtigall, Wheat City |
| 2022 | Marco Trstenjak, Elmhurst Nathan Wazney, Elmhurst Brent Ingram, Elmhurst |
| 2021 | No team event |
| 2020 | No team event |
| 2019 | Jordy Lutz, Elmhurst Austin Dobrescu, Shilo Colwyn Abgrall, Southwood |
| 2018 | Jordy Lutz, Elmhurst Jack Werhun, Elmhurst Dave Hill, St. Charles |
| 2017 | Travis Fredborg, Pine Ridge Devon Schade, Elmhurst Eric Johnson, Breezy Bend |
| 2016 | Devon Schade, Elmhurst Zach Sackett, Elmhurst Allan McDonald, Breezy Bend |
| 2015 | Devon Schade, Elmhurst Zach Sackett, Elmhurst Ryan Sholdice, Teulon |
| 2014 | Todd Fanning, Niakwa Bryce Sholdice, Bel Acres Charlie Boyechko, Southwood |
| 2013 | Derek East, St. Charles Aaron Cockerill, Teulon Charlie Boyechko, Southwood |
| 2012 | Josh Wytinck, Pine Ridge Aaron Cockerill, Teulon Garth Collings, Breezy Bend |
| 2011 | Jesse Skelton, Breezy Bend Josh Wytinck, Pine Ridge Derek East, St. Charles |
| 2010 | Peter More, Breezy Bend Garth Collings, Breezy Bend Jesse Skelton, Breezy Bend Scott Markham, Niakwa |
| 2009 | Garth Collings, Breezy Bend Scott Borsa, Selkirk Scott Markham, Niakwa Scott Loewen, Pine Ridge |
| 2008 | Brad Kirton, Pine Ridge Garth Collings, Breezy Bend Todd Fanning, Niakwa Peter More, Elmhurst |
| 2007 | Brad Kirton, Pine Ridge Matt Johnston, St. Charles Garth Collings, Breezy Bend Mike Keast, Niakwa |
| 2006 | Matt Johnston, St. Charles Brad Kirton, Elmhurst Peter More, Elmhurst Garth Collings, Breezy Bend |
| 2005 | Jordan Krantz, Eagles Landing Stewart Bannatyne, St. Charles Scott Markham, Niakwa Scott Loewen, Elmhurst |
| 2004 | Jordan Krantz, Eagles Landing Garth Collings, Breezy Bend Scott Loewen, Elmhurst Peter More, Elmhurst |
| 2003 | Kevin Kotyk, Elmhurst Garth Collings, Breezy Bend Scott Loewen, Elmhurst Peter More, Elmhurst |
| 2002 | Mike Keast, Niakwa Garth Collings, Breezy Bend Scott Loewen, Elmhurst Peter More, Elmhurst |
| 2001 | Adam Speirs, St. Charles Garth Collings, Breezy Bend Brad Kirton, Rossmere Jamie Scott, Grand Pines |
| 2000 | Kevin Kotyk, Rossmere Garth Collings, Breezy Bend Todd Slatnik, John Blumberg Adam Speirs, St. Charles |
| 1999 | Adam Speirs, St. Charles Ryan Horn, Dauphin Patrick Kelly, Elmhurst Todd Slatnik, John Blumberg |
| 1998 | Terry Hashimoto, Breezy Bend Garth Collings, Breezy Bend Michael Frost, Selkirk Adam Speirs, St. Charles |
| 1997 | Garth Collings, Bel Acres Dale Goehring, Breezy Bend Nick Rowe, Glendale Adam Speirs, St. Charles |
| 1996 | Rob McMillan, Pine Ridge Ben Bandura, Niakwa Dale Goehring, Breezy Bend Terry Hashimoto, John Blumberg |
| 1995 | Rob McMillan, Pine Ridge Garth Collings, Breezy Bend Dale Goehring, Breezy Bend Derron Magda, Rossmere |
| 1994 | Garth Collings, Breezy Bend Andrew Taylor, Rossmere Dale Goehring, Breezy Bend Todd Teplitski, Pine Ridge |
| 1993 | Gary Kullman, Elmhurst Jeff Helper, Glendale Dave Lavallee, Pine Ridge Rob Todd, Elmhurst |
| 1992 | Todd Fanning, Southwood Bruce North, Carman Darcy Furber, Elmhurst Carl Lechman, Elmhurst |
| 1991 | Todd Fanning, Southwood Dale Goehring, Breezy Bend Dave Lavallee, Pine Ridge Doug Irwin, Niakwa |
| 1990 | Todd Fanning, Southwood Dave McMillan, Elmhurst Todd Teplitski, Pine Ridge Michael MacKay, Bel Acres |
| 1989 | Dave McMillan, Rossmere Grant Coulter, Brandon Jeff Helper, Glendale Carl Lechman, Elmhurst |
| 1988 | Jeff Helper, Glendale Garth Collings, Breezy Bend Glenn Collins, St. Charles Jeff Lailey, Elmhurst |
| 1987 | Garth Collings, Breezy Bend Glen Hnatiuk, Pine Ridge Glen Collins, St. Charles Todd Fanning, Southwood |
| 1986 | Glen Hnatiuk, Pine Ridge Todd Fanning, Southwood Craig Kindrat, Pine Ridge Bruce North, Carman |
| 1985 | Terry Hashimoto, St. Charles Glen Hnatiuk, Selkirk Jim Doyle, Sandy Hook Darcy Furber, Pine Ridge |
| 1984 | Todd Fanning, Southwood Craig Kindrat, Selkirk Gary Kullman, Rossmere Todd Teplitski, Pine Ridge |
| 1983 | Gary Kullman, Rossmere Terry Hashimoto, St. Charles Carl Lechman, Rossmere Bill Parker, Breezy Bend |
| 1982 | Bill Parker, Breezy Bend Craig Kindrat, Selkirk Gary Kullman, Rossmere Ken Odokeychuk, Pine Ridge |
| 1981 | Dan Scanlon, Breezy Bend Terry Hashimoto, St. Charles Terry More, Elmhurst Brent Armstrong, Niakwa |
| 1980 | Craig Dearden, Glendale Ron Lancaster, Wildewood Jim Doyle, Sandy Hook Terry Hashimoto, St. Charles |
| 1979 | Bill Parker, Niakwa Terry Hashimoto, St. Charles Craig Dearden, Glendale Terry More, Elmhurst |
| 1978 | Bill Parker, Niakwa Jim Doyle, Elmhurst Terry More, Elmhurst Craig Dearden, Glendale |
| 1977 | Ted Homenuik, Rossmere Barry Chipka, Elmhurst Terry Hashimoto, Breezy Bend Jim King, Elmhurst |
| 1976 | Gary Kullman, Rossmere Jim Doyle, Elmhurst Bill Parker, Niakwa Harry Critchley, Breezy Bend |
| 1975 | Jim Doyle, Elmhurst Ted Homenuik, Rossmere Steve Bannatyne, St. Charles Matt Poleschuk, Elmhurst |
| 1974 | Steve Bannatyne, St. Charles Gavin Speirs, Southwood Ted Homenuik, Rossmere Matt Poleschuk, Elmhurst |
| 1973 | Jim Doyle, Elmhurst Ted Homenuik, Elmhurst Steve Bannatyne, Rossmere Barry McKenzie, Rossmere |
| 1972 | Jim Doyle, Elmhurst Ted Homenuik, Elmhurst Terry More, Southwood Barry McKenzie, Rossmere |
| 1971 | Dave Krucik, Elmhurst Jim Doyle, Elmhurst Steve Bannatyne, Rossmere Barry McKenzie, Rossmere |
| 1970 | Jim Doyle, Elmhurst Barry Chipka, Elmhurst Bob Dunbar, Niakwa Barry McKenzie, Rossmere |
| 1969 | Ted Homenuik, Elmhurst Jim Doyle, Elmhurst Dave Krucik, Elmhurst Barry McKenzie, Rossmere |
| 1968 | Jim Doyle, Elmhurst Ken Lailey, Elmhurst Gordon Falk, Breezy Bend Barry McKenzie, Rossmere |
| 1967 | Gord Lenton, Assiniboine Nick Mickoski, Elmhurst Bill Pinniger, Elmhurst Dave Krucik, Rossmere |
| 1966 | Nick Mickoski, Elmhurst Barry McKenzie, Rossmere Bill Pidlaski, Elmhurst Bob Dunbar, Niakwa |
| 1965 | Barry McKenzie, Rossmere Ted Homenuik, Rossmere Bill Pidlaski, Elmhurst Bob Dunbar, Niakwa |
| 1964 | Don Alexander, Niakwa Ted Homenuik, Rossmere Bill Pidlaski, Elmhurst Bill Pinniger, Elmhurst |
| 1963 | Bill Pidlaski, Elmhurst Nick Mickoski, Elmhurst Ted Homenuik, Rossmere Harry Critchley, Breezy Bend |
| 1962 | Ron Fiddler, Elmhurst Ted Homenuik, Rossmere Bill Pidlaski, Elmhurst Bill Pinniger, Elmhurst |
| 1961 | Ted Homenuik, Rossmere Ron Fiddler, Elmhurst Bill Pidlaski, Elmhurst Harry Critchley, Breezy Bend |
| 1960 | Bill Pidlaski, Elmhurst Ron Fiddler, Elmhurst Glen Harvey, St. Boniface Wally Keep, Rossmere |
| 1959 | Ron Fiddler, St. Boniface Glen Harvey, Southwood Ted Homenuik, Elmhurst Bob Stimpson, Pine Ridge |
| 1958 | Don Gardner, Niakwa Jim Collins, Pine Ridge Bill Pidlaski, Elmhurst Wilf Homenuik, Elmhurst |
| 1957 | Wilf Homenuik, Elmhurst George Knudson, Southwood Ted Homenuik, Elmhurst Don Gardner, Niakwa |
| 1956 | Bob Gray, Elmhurst, Don Gardner, Charleswood Harry Critchley, Charleswood George Knudson, Pine Ridge |
| 1955 | Bob Gray, Pine Ridge Jack Gardner, Pine Ridge Bill Budd, Elmhurst Mike Pidlaski, St. Boniface |
| 1954 | Gordon Crabtree, Niakwa Dick Howard, Pine Ridge Roy Kepron, Elmhurst Mike Pidlaski, St. Boniface |
| 1953 | Roy Kepron, Elmhurst Don Gardner, Charleswood Jack Gardner, Pine Ridge Bill Budd, St. Boniface |
| 1952 | Bob Gray, Pine Ridge Howard Bennett, Southwood Otto McKush, Niakwa Mike Pidlaski, St. Boniface |
| 1951 | Allan Boes, Southwood Bob Gray, Pine Ridge Roy Kepron, Elmhurst Mike Pidlaski, St. Boniface |
| 1950 | Mike Pidlaski, St. Boniface Allan Boes, Southwood Greg MacDonald, St. Boniface Bill Pidlaski, St. Boniface |
| 1949 | Mike Pidlaski, St. Boniface Allan Boes, Southwood Wally Keep, St. Boniface Bill Pidlaski, St. Boniface |
| 1948 | Allan Boes, Southwood Howard Bennett, Southwood Greg MacDonald, St. Boniface Mike Pidlaski, St. Boniface |
| 1947 | Harold Eidsvig, Pine Ridge Allan Boes, Southwood Howard Bennett, Southwood Mike Pidlaski, St. Boniface |
| 1946 | Harold Eidsvig, Pine Ridge Allan Boes, Southwood Howard Bennett, Southwood Bill Thompson, Brandon |
| 1940 to 1945 | No National Competitions due to World War II |
| 1939 | Ernie Palmer, Southwood Howard Bennett, Southwood Herb Pickard, Elmhurst Allan Boes, Southwood |
| 1938 | Ernie Palmer, Southwood Foster Wooley, Norwood Herb Pickard, Elmhurst Allan Boes, Niakwa |
| 1937 | Bob Reith, Elmhurst Herb Pickard, Elmhurst Ernie Palmer, Canoe Club Dave Arnott, Niakwa |
| 1936 | Bob Reith, Assiniboine Herb Pickard, Elmhurst Allan Boes, Niakwa A. A. Weir, Winnipeg Beach |
| 1935 | Bob Reith, Assiniboine D. J. Kennedy, St. Charles Ernie Palmer, Canoe Club Bud Donovan, Niakwa |
| 1934 | A. A. Weir, Winnipeg Beach Allan Boes, Niakwa Bud Donovan, Niakwa Ernie Palmer, Canoe Club |
| 1933 | Bob Reith, Assiniboine Dan Stack, Niakwa Bud Donovan, Niakwa Allan Boes, Assiniboine |
| 1932 | Bob Reith, Assiniboine Dan Stack, Niakwa C. L. Hodgman, St. Charles D. N. Arnott, Assiniboine |
| 1931 | D. N. Arnott, Assiniboine Bob Reith, Assiniboine C. MacWilliams, Elmhurst C. Hodgman, St. Charles |
| 1930 | D. N. Arnott, Assiniboine Dan Kennedy, St. Charles A. A. Weir, Niakwa C. Hodgman, Niakwa |
| 1929 | A. A. Weir, Niakwa Carson, MacWilliams, Elmhurst C. L. Hodgman, Niakwa D. j. Kennedy, St. Charles |
| 1928 | A. C. MacWilliams, Elmhurst Frank Hale, Niakwa D. J. Kennedy, St. Charles A. A. Weir, Niakwa |
| 1927 | C. L. Hodgman, Niakwa Jack Cuthbert, Norwood Frank Hale, Niakwa A. A. Weir, Winnipeg |