| 1901. |  Guy Paradis (D) | Stony Plain Eagles | 5 | 0 | 2 | 2 | 0.40 | 4 | 1991 - 1992 | 1 |
| 1902. | Chris Martini (C) | Bentley Generals | 5 | 0 | 2 | 2 | 0.40 | 6 | 2009 - 2010 | 1 |
| 1903. | Tom Anderson (LW/D) | Calgary Currie Army | 5 | 0 | 2 | 2 | 0.40 | 10 | 1942 - 1943 | 1 |
| 1904. | Pete Moulden (D) | Emerson Canadiens | 5 | 0 | 2 | 2 | 0.40 | 12 | 1949 - 1950 | 1 |
| 1905. | Ralph Toohy (D) | Pembroke Lumber Kings | 5 | 0 | 2 | 2 | 0.40 | 16 | 1948 - 1949 | 1 |
| 1906. | Lloyd Hinchberger (D) | Saint John Beavers | 5 | 0 | 2 | 2 | 0.40 | 30 | 1955 - 1956 | 1 |
| 1907. | Dave Gordichuk (RW) | Moose Jaw Millers | 6 | 0 | 2 | 2 | 0.33 | 0 | 1953 - 1954 | 1 |
| 1908. | Bob Copp (D) | Toronto Marlboros | 6 | 0 | 2 | 2 | 0.33 | 2 | 1940 - 1941 | 1 |
| 1909. | James Robertson (F) | Kitchener-Waterloo Dutchmen | 6 | 0 | 2 | 2 | 0.33 | 2 | 1954 - 1955 | 1 |
| 1910. | George Ballance (LW) | Winnipeg Stan Evans Orioles | 6 | 0 | 2 | 2 | 0.33 | 2 | 1945 - 1946 | 1 |
| 1911. | Ernest Strong (C) | Kimberley Dynamiters | 6 | 0 | 2 | 2 | 0.33 | 2 | 1938 - 1939 | 1 |
| 1912. | Bobby Laurent (D) | Hamilton Majors | 6 | 0 | 2 | 2 | 0.33 | 4 | 1941 - 1942 | 1 |
| 1913. | Fred Gaber (C) | Regina Caps | 6 | 0 | 2 | 2 | 0.33 | 6 | 1958 - 1959 | 1 |
| 1914. | Ralph Sheppard (D) | Miramichi Beavers | 6 | 0 | 2 | 2 | 0.33 | 12 | 1958 - 1959 | 1 |
| 1915. | Elwyn Morris (D) | Owen Sound Mercurys | 7 | 0 | 2 | 2 | 0.29 | 2 | 1953 - 1954 | 1 |
| 1916. | Jacques Deslauriers (D) | Granby Vics | 7 | 0 | 2 | 2 | 0.29 | 4 | 1961 - 1962 | 1 |
| 1917. | Allan King (D) | Regina Caps | 7 | 0 | 2 | 2 | 0.29 | 8 | 1957 - 1959 | 2 |
| 1918. | Allan Burman (C) | Winnipeg Maroons | 8 | 0 | 2 | 2 | 0.25 | 2 | 1955 - 1956 | 1 |
| 1919. | George Robinson (LW) | Moncton Hawks | 8 | 0 | 2 | 2 | 0.25 | 2 | 1954 - 1955 | 1 |
| 1920. | Doug Jessey (D) | Bentley Generals | 8 | 0 | 2 | 2 | 0.25 | 6 | 2016 - 2018 | 2 |
| 1921. | Steve Birch (F) | Whitby Dunlops | 8 | 0 | 2 | 2 | 0.25 | 8 | 2006 - 2008 | 2 |
| 1922. | Bernie Lemonde (D) | New Glasgow Rangers | 8 | 0 | 2 | 2 | 0.25 | 10 | 1954 - 1955 | 1 |
| 1923. | Larry Blackburn (D) | New Glasgow Rangers | 8 | 0 | 2 | 2 | 0.25 | 14 | 1954 - 1955 | 1 |
| 1924. | Jim Hodgson (D) | Cornwall Calumets | 8 | 0 | 2 | 2 | 0.25 | 24 | 1948 - 1950 | 2 |
| 1925. | Bill Heindl (D) | Winnipeg Maroons | 9 | 0 | 2 | 2 | 0.22 | 2 | 1955 - 1956 | 1 |
| 1926. | Ray Trainor (D) | Smiths Falls Rideaus | 9 | 0 | 2 | 2 | 0.22 | 20 | 1952 - 1953 | 1 |
| 1927. | Donnie Clark (D) | Kamloops Elks | 9 | 0 | 2 | 2 | 0.22 | 29 | 1949 - 1950 | 1 |
| 1928. | Brennan Evans (D) | Bentley Generals | 9 | 0 | 2 | 2 | 0.22 | 46 | 2016 - 2018 | 2 |
| 1929. | Carl Smelle (D) | Hamilton Tigers | 10 | 0 | 2 | 2 | 0.20 | 8 | 1947 - 1948 | 1 |
| 1930. | Hedley Marshall (LW) | Trail Smoke Eaters | 10 | 0 | 2 | 2 | 0.20 | 10 | 1940 - 1946 | 2 |
| 1931. | Peter Gaudet (D) | Saint John Beavers | 10 | 0 | 2 | 2 | 0.20 | 10 | 1944 - 1945 | 1 |
| 1932. | Pat Hill (D) | Calgary Stampeders | 11 | 0 | 2 | 2 | 0.18 | 12 | 1939 - 1940 | 1 |
| 1933. | Gordon Davidson (D) | Regina Rangers | 14 | 0 | 2 | 2 | 0.14 | 31 | 1940 - 1941 | 1 |
| 1934. | Doug Baldwin (D) | Chatham Sr. Maroons | 17 | 0 | 2 | 2 | 0.12 | 20 | 1955 - 1956 | 1 |
| 1935. | Paul Kozak (D) | Kimberley Dynamiters | 17 | 0 | 2 | 2 | 0.12 | 36 | 1933 - 1936 | 3 |
| 1936. | Barry Holmes (LW) | Nelson Maple Leafs | - | 0 | 2 | 2 | - | 2 | 1970 - 1971 | 1 |
| 1937. | Vernon O'Donnell (C) | Fort Frances Athletics | 2 | - | 2 | 2 | - | 2 | 1945 - 1946 | 1 |
| 1938. | Ty Arbour (LW) | Port Arthur Columbus Club | 1 | 1 | 0 | 1 | 1.00 | 0 | 1918 - 1919 | 1 |
| 1939. | Cory Dubyk (RW) | Lloydminster Border Kings | 1 | 1 | 0 | 1 | 1.00 | 0 | 2011 - 2012 | 1 |
| 1940. | Frank Boucher (C) | Lethbridge Vets | 1 | 1 | 0 | 1 | 1.00 | 0 | 1919 - 1920 | 1 |
| 1941. | Evan Boire (F) | Fort St. John Flyers | 1 | 1 | 0 | 1 | 1.00 | 0 | 2009 - 2010 | 1 |
| 1942. | Howie Morenz (C) | Stratford Indians | 1 | 1 | 0 | 1 | 1.00 | 0 | 1922 - 1923 | 1 |
| 1943. | Josh Ranalli (RW) | Stoney Creek Tigers | 1 | 1 | 0 | 1 | 1.00 | 0 | 2023 - 2024 | 1 |
| 1944. | Butch Kelterbourne (RW) | Stratford Indians | 1 | 1 | 0 | 1 | 1.00 | 0 | 1922 - 1923 | 1 |
| 1945. | Murray Rutherford (F) | Toronto Granites | 1 | 1 | 0 | 1 | 1.00 | 0 | 1922 - 1923 | 1 |
| 1946. | Austin Cresswell (D) | Regina Bees | 1 | 1 | 0 | 1 | 1.00 | 0 | 1911 - 1912 | 1 |
| 1947. | Jack McKenzie (RW) | Toronto Marlboros | 1 | 1 | 0 | 1 | 1.00 | 0 | 1949 - 1950 | 1 |
| 1948. | Len Trushinski (D) | Stratford Indians | 1 | 1 | 0 | 1 | 1.00 | 0 | 1922 - 1923 | 1 |
| 1949. | Tom Battersby (F) | Stratford Indians | 1 | 1 | 0 | 1 | 1.00 | 0 | 1922 - 1923 | 1 |
| 1950. | Spencer McNab (F) | Saskatoon Pilgrims | 1 | 1 | 0 | 1 | 1.00 | 0 | 1915 - 1916 | 1 |
| 1951. | Harold McLennan (D) | Assiniboia Intermediates | 1 | 1 | 0 | 1 | 1.00 | 0 | 1924 - 1925 | 1 |
| 1952. | Derek Levanen (RW) | Thunder Bay Bombers | 1 | 1 | 0 | 1 | 1.00 | 2 | 2004 - 2005 | 1 |
| 1953. | Adam Horst (F) | Fort St. John Flyers | 1 | 1 | 0 | 1 | 1.00 | 2 | 2009 - 2010 | 1 |
| 1954. | Harry Reid (C) | Hamilton Rowing Club | 1 | 1 | - | 1 | - | - | 1915 - 1916 | 1 |
| 1955. | Alfred Paine (D) | Univ. of Saskatchewan | 1 | 1 | 0 | 1 | 1.00 | - | 1920 - 1921 | 1 |
| 1956. | Billy MacKenzie (RW) | Kenora Thistles | 1 | 1 | 0 | 1 | 1.00 | - | 1913 - 1914 | 1 |
| 1957. | Robert Marples (LW) | Selkirk Fishermen | 1 | 1 | 0 | 1 | 1.00 | - | 1918 - 1919 | 1 |
| 1958. | Jean-Charles Pedneault (C) | Chicoutimi Bleuets | 1 | 1 | - | 1 | - | - | 1921 - 1922 | 1 |
| 1959. | Georges Tremblay (D) | Chicoutimi Bleuets | 1 | 1 | - | 1 | - | - | 1921 - 1922 | 1 |
| 1960. | George Braithwaite (C) | La Tuque Warriors | 1 | 1 | 0 | 1 | 1.00 | - | 1920 - 1921 | 1 |
| 1961. | Ernest Gowsell (F) | La Tuque Warriors | 1 | 1 | 0 | 1 | 1.00 | - | 1920 - 1921 | 1 |
| 1962. | Ted Turcotte (D) | Lethbridge Vets | 1 | 1 | 0 | 1 | 1.00 | - | 1919 - 1920 | 1 |
| 1963. | Wally Kilrea (LW) | Ottawa Montagnards | 2 | 1 | 0 | 1 | 0.50 | 0 | 1927 - 1928 | 1 |
| 1964. | Butch Keeling (LW) | London Ravens | 2 | 1 | 0 | 1 | 0.50 | 0 | 1925 - 1926 | 1 |
| 1965. | Thomas McCarthy (RW) | Hamilton Tigers | 2 | 1 | 0 | 1 | 0.50 | 0 | 1918 - 1919 | 1 |
| 1966. | Dave Ritchie (D) | Grand-Mère HC | 2 | 1 | 0 | 1 | 0.50 | 0 | 1912 - 1913 | 1 |
| 1967. | Horace Merrill (D) | Ottawa Seconds | 2 | 1 | 0 | 1 | 0.50 | 0 | 1909 - 1910 | 1 |
| 1968. | Patrick Cey (LW) | Shellbrook Elks | 2 | 1 | 0 | 1 | 0.50 | 0 | 2015 - 2016 | 1 |
| 1969. | Garett Bembridge (RW) | Rosetown Red Wings | 2 | 1 | 0 | 1 | 0.50 | 0 | 2017 - 2018 | 1 |
| 1970. | Braden Crone (C) | Innisfail Eagles | 2 | 1 | 0 | 1 | 0.50 | 0 | 2018 - 2019 | 1 |
| 1971. | Daryl MacMillan (RW) | Amherst Ramblers | 2 | 1 | 0 | 1 | 0.50 | 0 | 1961 - 1962 | 1 |
| 1972. | Bill Molisky (RW) | Trail Smoke Eaters | 2 | 1 | 0 | 1 | 0.50 | 0 | 1930 - 1931 | 1 |
| 1973. | Jack Hughes (F) | Kenora Thistles | 2 | 1 | 0 | 1 | 0.50 | 0 | 1910 - 1911 | 1 |
| 1974. | Mike Shabaga (LW) | Saskatoon Quakers | 2 | 1 | 0 | 1 | 0.50 | 0 | 1941 - 1942 | 1 |
| 1975. | Lloyd Harvey (F) | Calgary Fourex | 2 | 1 | 0 | 1 | 0.50 | 0 | 1921 - 1922 | 1 |
| 1976. | Bill Meloche (RW) | North Bay Black Hawks | 2 | 1 | 0 | 1 | 0.50 | 0 | 1948 - 1949 | 1 |
| 1977. | Lucien Brunet (D) | Montréal St Francois-Nationale | 2 | 1 | 0 | 1 | 0.50 | 0 | 1926 - 1927 | 1 |
| 1978. | Walter Monson (C) | Elmwood Millionaires | 2 | 1 | 0 | 1 | 0.50 | 0 | 1929 - 1930 | 1 |
| 1979. | Wilbert Hiller (LW) | Falconbridge Falcons | 2 | 1 | 0 | 1 | 0.50 | 0 | 1933 - 1934 | 1 |
| 1980. | Arthur O'Brien (RW) | Drumheller Miners | 2 | 1 | 0 | 1 | 0.50 | 0 | 1935 - 1936 | 1 |
| 1981. | Frank Burke (D) | Lacombe Intermediates | 2 | 1 | 0 | 1 | 0.50 | 0 | 1927 - 1928 | 1 |
| 1982. | Dick Klein (C) | Saskatoon Quakers | 2 | 1 | 0 | 1 | 0.50 | 0 | 1929 - 1930 | 1 |
| 1983. | Addie Bell (C) | Poplar Point Intermediates | 2 | 1 | 0 | 1 | 0.50 | 0 | 1920 - 1921 | 1 |
| 1984. | Walter Babey (LW) | Petawawa Grenades | 2 | 1 | 0 | 1 | 0.50 | 0 | 1941 - 1942 | 1 |
| 1985. | Cliff Hulme (F) | Saskatoon Quakers | 2 | 1 | 0 | 1 | 0.50 | 0 | 1938 - 1939 | 1 |
| 1986. | Camillien Gaudet (RW) | Moncton Hawks | 2 | 1 | 0 | 1 | 0.50 | 0 | 1962 - 1963 | 1 |
| 1987. | Bill Adams (LW/RW) | Fort William Maple Leafs | 2 | 1 | 0 | 1 | 0.50 | 1 | 1914 - 1915 | 1 |
| 1988. | Percy Nicklin (D) | Fort William Hockey Club | 2 | 1 | 0 | 1 | 0.50 | 1 | 1915 - 1916 | 1 |
| 1989. | Arron Asham (RW/LW) | Bouctouche JCs | 2 | 1 | 0 | 1 | 0.50 | 2 | 2016 - 2017 | 1 |
| 1990. | Chris Rauckman (LW) | Bentley Generals | 2 | 1 | 0 | 1 | 0.50 | 2 | 2016 - 2017 | 1 |
| 1991. | Rags Jonsson (LW) | Saskatoon Quakers | 2 | 1 | 0 | 1 | 0.50 | 2 | 1938 - 1939 | 1 |
| 1992. | Harry DeLeeuw (LW) | Elmwood Maple Leafs | 2 | 1 | 0 | 1 | 0.50 | 2 | 1933 - 1934 | 1 |
| 1993. | King Kelly (C) | Saskatoon Quakers | 2 | 1 | 0 | 1 | 0.50 | 2 | 1917 - 1918 | 1 |
| 1994. | Benny Ward (C) | Port Arthur Bearcats | 2 | 1 | 0 | 1 | 0.50 | 2 | 1924 - 1925 | 1 |
| 1995. | Jean-Charles Pedneault (C) | Montréal St Francois-Nationale | 2 | 1 | 0 | 1 | 0.50 | 4 | 1926 - 1927 | 1 |
| 1996. | Jim Kemp (RW) | Blairmore Bearcats | 2 | 1 | 0 | 1 | 0.50 | 4 | 1929 - 1930 | 1 |
| 1997. | Steamer Maxwell (F) | Winnipeg Monarchs | 2 | 1 | 0 | 1 | - | 6 | 1913 - 1915 | 2 |
| 1998. | Jimmy McVey (LW) | Blairmore Bearcats | 2 | 1 | 0 | 1 | 0.50 | 6 | 1929 - 1930 | 1 |
| 1999. | Torrey Shibley (D) | Montréal Victorias | 2 | 1 | 0 | 1 | 0.50 | - | 1924 - 1925 | 1 |
| 2000. | Charles O'Connor (LW) | Ottawa St. Pats | 2 | 1 | - | 1 | - | - | 1922 - 1923 | 1 |
Allan Cup
