| 1901. |  Gowno Mackie (RW) | Blairmore Bearcats | 2 | 1 | 0 | 1 | 0.50 | - | 1922 - 1923 | 1 |
| 1902. |  Torrey Shibley (D) | Montréal Victorias | 2 | 1 | 0 | 1 | 0.50 | - | 1924 - 1925 | 1 |
| 1903. | Charles O'Connor (LW) | Ottawa St. Pats | 2 | 1 | - | 1 | - | - | 1922 - 1923 | 1 |
| 1904. | Tubby Moore (D) | Ottawa Montagnards | 2 | 1 | 0 | 1 | 0.50 | - | 1927 - 1928 | 1 |
| 1905. | George Mallinson (D) | Montréal Victorias | 2 | 1 | 0 | 1 | 0.50 | - | 1924 - 1925 | 1 |
| 1906. | Wes King (LW) | Montréal Victorias | 2 | 1 | 0 | 1 | 0.50 | - | 1924 - 1925 | 1 |
| 1907. | Pete Bellefeuille (RW) | Trois-Rivières Laviolette | 2 | 1 | 0 | 1 | 0.50 | - | 1922 - 1923 | 1 |
| 1908. | Harry McLaughlin (RW) | Trois-Rivières Laviolette | 2 | 1 | 0 | 1 | 0.50 | - | 1922 - 1923 | 1 |
| 1909. | Mitchell (F) | Calgary Hustlers | 2 | 1 | 0 | 1 | 0.50 | - | 1922 - 1923 | 1 |
| 1910. | Harold Fowler (D) | Toronto Granites | 2 | 1 | 0 | 1 | 0.50 | - | 1919 - 1920 | 1 |
| 1911. | Mike Garrow (D) | Kenora Thistles Senior AAA | 3 | 1 | 0 | 1 | 0.33 | 0 | 2010 - 2011 | 1 |
| 1912. | Norm Larson (RW) | Moose Jaw Millers | 3 | 1 | 0 | 1 | 0.33 | 0 | 1939 - 1940 | 1 |
| 1913. | Lorne Davis (RW) | Calgary Spurs | 3 | 1 | 0 | 1 | 0.33 | 0 | 1959 - 1960 | 1 |
| 1914. | Aki Seitsonen (C) | Lloydminster Border Kings | 3 | 1 | 0 | 1 | 0.33 | 0 | 2011 - 2012 | 1 |
| 1915. | Aaron Phillips (RW) | Lloydminster Border Kings | 3 | 1 | 0 | 1 | 0.33 | 0 | 2011 - 2012 | 1 |
| 1916. | Tate Locke (C) | Stony Plain Eagles | 3 | 1 | 0 | 1 | 0.33 | 0 | 2011 - 2012 | 1 |
| 1917. | Alex McKinnon (F) | Sudbury Wolves (Sr.) | 3 | 1 | 0 | 1 | 0.33 | 0 | 1914 - 1915 | 1 |
| 1918. | Gerry Plamondon (LW) | Valleyfield Braves | 3 | 1 | 0 | 1 | 0.33 | 0 | 1944 - 1945 | 1 |
| 1919. | Eddie Emberg (C) | Québec Aces | 3 | 1 | 0 | 1 | 0.33 | 0 | 1944 - 1945 | 1 |
| 1920. | Rosario Joanette (C) | Valleyfield Braves | 3 | 1 | 0 | 1 | 0.33 | 0 | 1944 - 1945 | 1 |
| 1921. | Kyle Stroh (C) | Rosetown Red Wings | 3 | 1 | 0 | 1 | 0.33 | 0 | 2017 - 2018 | 1 |
| 1922. | Andrew Randazzo (D) | Haut-Madawaska Panthères | 3 | 1 | 0 | 1 | 0.33 | 0 | 2018 - 2019 | 1 |
| 1923. | Gabriel Levasseur (LW) | Haut-Madawaska Panthères | 3 | 1 | 0 | 1 | 0.33 | 0 | 2018 - 2019 | 1 |
| 1924. | Duncan Grant (LW) | Calgary Currie Army | 3 | 1 | 0 | 1 | 0.33 | 0 | 1942 - 1943 | 1 |
| 1925. | Russ Clarke (F) | Vancouver Young Liberals | 3 | 1 | 0 | 1 | 0.33 | 0 | 1922 - 1923 | 1 |
| 1926. | Neil Gray (RW) | Souris Intermediates | 3 | 1 | 0 | 1 | 0.33 | 0 | 1922 - 1924 | 2 |
| 1927. | Brian Anderson (C) | Rouyn-Noranda Alouettes | 3 | 1 | 0 | 1 | 0.33 | 0 | 1960 - 1961 | 1 |
| 1928. | Gord MacKenzie (C) | Tammany Tigers (Int.) | 3 | 1 | 0 | 1 | 0.33 | 0 | 1925 - 1926 | 1 |
| 1929. | Robert Anderson (C) | McGill Univ. | 3 | 1 | 0 | 1 | 0.33 | 0 | 1920 - 1921 | 1 |
| 1930. | Dempster Heming (D) | Moose Jaw Millers | 3 | 1 | 0 | 1 | 0.33 | 0 | 1939 - 1940 | 1 |
| 1931. | Bernie Vinet (LW) | Valleyfield Braves | 3 | 1 | 0 | 1 | 0.33 | 0 | 1944 - 1945 | 1 |
| 1932. | Leonce Gaudet (LW) | Kapuskasing GM's | 3 | 1 | 0 | 1 | 0.33 | 0 | 1961 - 1962 | 1 |
| 1933. | Ian Craig (RW) | Sydney Navy | 3 | 1 | 0 | 1 | 0.33 | 0 | 1943 - 1944 | 1 |
| 1934. |  Jay Panzer (F) | South East Prairie Thunder | 3 | 1 | 0 | 1 | 0.33 | 2 | 2010 - 2011 | 1 |
| 1935. | Oliver Redpath (D) | Tammany Tigers (Int.) | 3 | 1 | 0 | 1 | 0.33 | 2 | 1925 - 1926 | 1 |
| 1936. | Romeo Rivers (LW) | Winnipeg Canada Packers | 3 | 1 | 0 | 1 | 0.33 | 2 | 1936 - 1937 | 1 |
| 1937. | Jim Cully (D) | McGill Univ. | 3 | 1 | 0 | 1 | 0.33 | 3 | 1920 - 1921 | 1 |
| 1938. | Matt Johnson (F) | Kenora Thistles Senior AAA | 3 | 1 | 0 | 1 | 0.33 | 4 | 2010 - 2011 | 1 |
| 1939. | Bill Jennings (RW) | Toronto Dominion | 3 | 1 | 0 | 1 | 0.33 | 4 | 1936 - 1937 | 1 |
| 1940. | Joel Andresen (D) | Stony Plain Eagles | 3 | 1 | 0 | 1 | 0.33 | 4 | 2011 - 2012 | 1 |
| 1941. | Keith Sexton (D) | Haut-Madawaska Panthères | 3 | 1 | 0 | 1 | 0.33 | 4 | 2018 - 2019 | 1 |
| 1942. | Fred Ritchie (LW) | Victoria Navy | 3 | 1 | 0 | 1 | 0.33 | 4 | 1941 - 1942 | 1 |
| 1943. | Blair Hennes (RW) | Stony Plain Eagles | 3 | 1 | 0 | 1 | 0.33 | 6 | 2011 - 2012 | 1 |
| 1944. | Dalton Riley (F) | Stoney Creek Tigers | 3 | 1 | 0 | 1 | 0.33 | 6 | 2023 - 2024 | 1 |
| 1945. | Bob McCutcheon (D) | Weyburn Beavers | 3 | 1 | 0 | 1 | 0.33 | 6 | 1925 - 1927 | 2 |
| 1946. | Alex Sandalack (D) | Regina Army Caps | 3 | 1 | 0 | 1 | 0.33 | 6 | 1942 - 1943 | 1 |
| 1947. | Brian Smith (LW) | Hull Canadiens | 3 | 1 | 0 | 1 | 0.33 | 9 | 1960 - 1961 | 1 |
| 1948. | Bernie Bathgate (C) | Sydney Navy | 3 | 1 | 0 | 1 | 0.33 | 9 | 1943 - 1944 | 1 |
| 1949. | Wylie Birkett (LW) | Mapleton-Minto 81's | 3 | 1 | 0 | 1 | 0.33 | 12 | 2024 - 2025 | 1 |
| 1950. | Jack Ryan (D) | Fort William Maple Leafs | 3 | 1 | 0 | 1 | 0.33 | - | 1919 - 1920 | 1 |
| 1951. | Steve Yankoski (D) | Iroquois Falls Papermakers | 3 | 1 | 0 | 1 | 0.33 | - | 1921 - 1922 | 1 |
| 1952. | Wilfrid Heffernan (LW) | Regina Vics | 3 | 1 | 0 | 1 | 0.33 | - | 1928 - 1929 | 1 |
| 1953. | Dave Russell (D/F) | Brantford Blast | 4 | 1 | 0 | 1 | 0.25 | 0 | 2007 - 2014 | 2 |
| 1954. | Mark Agnew (C) | South East Prairie Thunder | 4 | 1 | 0 | 1 | 0.25 | 0 | 2014 - 2015 | 1 |
| 1955. | Scott Sack (LW) | Elsipogtog Hawks | 4 | 1 | 0 | 1 | 0.25 | 0 | 2017 - 2018 | 1 |
| 1956. | Bill Cairns (RW) | Flin Flon Bombers | 4 | 1 | 0 | 1 | 0.25 | 0 | 1943 - 1944 | 1 |
| 1957. | Paul Geiger (D) | Stoney Creek Tigers | 4 | 1 | 0 | 1 | 0.25 | 0 | 2023 - 2024 | 1 |
| 1958. | Les Calder (RW) | Grand Falls Cataracts | 4 | 1 | 0 | 1 | 0.25 | 0 | 1971 - 1972 | 1 |
| 1959. | Jim Kucher (D) | Sault Ste. Marie Greyhounds | 4 | 1 | 0 | 1 | 0.25 | 0 | 1947 - 1950 | 2 |
| 1960. | Les Whittles (C/RW) | North Battleford Beavers | 4 | 1 | 0 | 1 | 0.25 | 0 | 1930 - 1931 | 1 |
| 1961. | Harold Comber (D) | Coleman Tigers | 4 | 1 | 0 | 1 | 0.25 | 0 | 1924 - 1925 | 1 |
| 1962. | Eldred Jewell (RW) | Rossland Miners | 4 | 1 | 0 | 1 | 0.25 | 0 | 1923 - 1925 | 2 |
| 1963. | Jack Bleskan (LW) | Canmore Miners | 4 | 1 | 0 | 1 | 0.25 | 0 | 1927 - 1928 | 1 |
| 1964. | John Kitlak (F) | Yorkton Legionnaires | 4 | 1 | 0 | 1 | 0.25 | 0 | 1950 - 1951 | 1 |
| 1965. | Jerry Galway (D) | Dundas Real McCoys | 4 | 1 | 0 | 1 | 0.25 | 2 | 2010 - 2011 | 1 |
| 1966. | Ryan Manitowich (F) | Fort St. John Flyers | 4 | 1 | 0 | 1 | 0.25 | 2 | 2009 - 2010 | 1 |
| 1967. | Randy Rowe (LW) | Dundas Real McCoys | 4 | 1 | 0 | 1 | 0.25 | 2 | 2013 - 2014 | 1 |
| 1968. | Ryan Kinasewich (LW) | Lacombe Generals | 4 | 1 | 0 | 1 | 0.25 | 2 | 2016 - 2017 | 1 |
| 1969. | Jacques Cormier (C) | Elsipogtog Hawks | 4 | 1 | 0 | 1 | 0.25 | 2 | 2017 - 2018 | 1 |
| 1970. | Ray Adduono (C) | Warroad Lakers | 4 | 1 | 0 | 1 | 0.25 | 2 | 1964 - 1965 | 1 |
| 1971. |  Igor Gongalsky (LW) | Dundas Real McCoys | 4 | 1 | 0 | 1 | 0.25 | 2 | 2023 - 2024 | 1 |
| 1972. | Wilfred Heller (F) | Kitchener Greenshirts | 4 | 1 | 0 | 1 | 0.25 | 2 | 1927 - 1928 | 1 |
| 1973. | Vic Lindquist (RW) | Winnipeg Monarchs | 4 | 1 | 0 | 1 | 0.25 | 2 | 1933 - 1934 | 1 |
| 1974. | Paul Lawson (C) | Dundas Real McCoys | 4 | 1 | 0 | 1 | 0.25 | 4 | 2010 - 2011 | 1 |
| 1975. | Tom Dewar (D) | Moose Jaw Canucks | 4 | 1 | 0 | 1 | 0.25 | 4 | 1937 - 1938 | 1 |
| 1976. | Jeremy Colliton (C) | Lacombe Generals | 4 | 1 | 0 | 1 | 0.25 | 4 | 2012 - 2013 | 1 |
| 1977. | Craig Geekie (D) | Île-des-Chênes North Stars | 4 | 1 | 0 | 1 | 0.25 | 4 | 2002 - 2003 | 1 |
| 1978. | Carl Gamble (C) | Montréal Royals | 4 | 1 | 0 | 1 | 0.25 | 4 | 1938 - 1939 | 1 |
| 1979. | Fred Stephenson (D) | Souris Intermediates | 4 | 1 | 0 | 1 | 0.25 | 4 | 1922 - 1924 | 2 |
| 1980. | George Brown (C) | Saint-Jérôme Papermakers | 4 | 1 | 0 | 1 | 0.25 | 6 | 1940 - 1941 | 1 |
| 1981. | Felix LaVallee (RW) | Spokane Jets | 4 | 1 | 0 | 1 | 0.25 | 6 | 1967 - 1968 | 1 |
| 1982. | Harry Tuckwell (D) | Fort William Thundering Herd | 4 | 1 | 0 | 1 | 0.25 | 10 | 1926 - 1927 | 1 |
| 1983. | Michael Campaner (D) | Thunder Bay Twins | 4 | 1 | 0 | 1 | 0.25 | 12 | 2008 - 2009 | 1 |
| 1984. | Bill Johnston (D) | Winnipeg HCMS Chippewas | 4 | 1 | 0 | 1 | 0.25 | 12 | 1941 - 1942 | 1 |
| 1985. | Ian Lockman (LW) | Fort Frances Thunderhawks | 4 | 1 | 0 | 1 | 0.25 | 18 | 2010 - 2011 | 1 |
| 1986. | David Victor (D) | Clarenville Caribous | 4 | 1 | 0 | 1 | 0.25 | 28 | 2010 - 2011 | 1 |
| 1987. | Roddy Smith (D) | Winnipeg 61st Battalion | 4 | 1 | 0 | 1 | 0.25 | - | 1915 - 1916 | 1 |
| 1988. | Wilfred Ranger (LW) | Peterborough Jr. Hockey Club | 4 | 1 | 0 | 1 | 0.25 | - | 1925 - 1926 | 1 |
| 1989. | Ed Osler (D) | Cornwall Colts | 4 | 1 | 0 | 1 | 0.25 | - | 1928 - 1929 | 1 |
| 1990. | Clarence Reddick (D) | Blairmore Bearcats | 4 | 1 | 0 | 1 | 0.25 | - | 1922 - 1923 | 1 |
| 1991. | Kenneth Williamson (RW) | Regina Vics | 4 | 1 | 0 | 1 | 0.25 | - | 1928 - 1929 | 1 |
| 1992. | Ernie Jupp (C) | Vancouver Young Liberals | 4 | 1 | 0 | 1 | 0.25 | - | 1922 - 1923 | 1 |
| 1993. | Maurice Brenot (LW) | Ottawa St. Pats | 4 | 1 | - | 1 | - | - | 1922 - 1923 | 1 |
| 1994. | Ed True (RW) | Ottawa Montagnards | 4 | 1 | 0 | 1 | 0.25 | - | 1923 - 1924 | 1 |
| 1995. | Jim Cully (D) | Pembroke Arenas | 4 | 1 | 0 | 1 | 0.25 | - | 1925 - 1926 | 1 |
| 1996. | Joe Fisher (RW) | Coleman Canadians | 5 | 1 | 0 | 1 | 0.20 | 0 | 1936 - 1937 | 1 |
| 1997. | Nathan Pageau (F) | Stoney Creek Generals | 5 | 1 | 0 | 1 | 0.20 | 0 | 2017 - 2018 | 1 |
| 1998. | Chris Bailer (D) | Innisfail Eagles | 5 | 1 | 0 | 1 | 0.20 | 0 | 2018 - 2019 | 1 |
| 1999. | Jim Mosienko (RW) | Sault Ste. Marie Greyhounds | 5 | 1 | 0 | 1 | 0.20 | 0 | 1950 - 1951 | 1 |
| 2000. | Peter Long (RW) | Cornwall Colts | 5 | 1 | 0 | 1 | 0.20 | 0 | 1953 - 1954 | 1 |
Allan Cup
