| 1901. | Griffith Tarling (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1902. | Johnny Li (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1903. | Alex Pho (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1904. | Max Anderson (C) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1905. | Chris Paolone (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1906. | Dylan Tscherna (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1907. | Anton Kuzmichev (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1908. | Adam Smeeton (C) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1909. | Kyle Butt (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1910. | Jared Harding (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1911. | Markos Saroglou (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1912. | Charlie Pantalone (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1913. | Adam Valentini (F) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1914. | Tyler Miocevich (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1915. | Marcus Lagana (F) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1916. | Callum Mainville (C) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1917. | Gabriel Smith (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1918. | Curtis Freeman (LW) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1919. | Ethan Mann (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1920. | Ryder Graves (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1921. | Matthew Manza (RW) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1922. | Luca Morano (C) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1923. | Gabriel Trozzo (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1924. | James Paul (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1925. | Zachariah Abu-Ali (F) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1926. | Zachary Pereira (F) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1927. | Ethan Brassard (LW) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1928. | Enzhi Zhou (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1929. | Harrison McLean (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1930. | Chase Yanni (LW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1931. | Wesley Royston (RW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1932. | Evan Malkhassian (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1933. | Nicolas Addy (RW/LW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1934. | Jake O'Brien (C) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1935. | Keagan Knight (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1936. | Ethan Armstrong (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1937. | Ajay Rai (LW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1938. | Hector Martel (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1939. | Luca Romano (C) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1940. | Michael Lavigne (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1941. | Adam Lanator (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1942. | Mark Skeels (D) | Markham Islanders U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1943. | Rafal Martynowski (LW) | Markham Islanders U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1944. | Nick Osti (D) | Markham Islanders U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1945. | Evan Kotsopoulos (LW) | Markham Islanders U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1946. | Chris Green (RW) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1947. | Steve Pocock (D) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1948. | Darren Rotsch (D) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1949. | Colin Thacker (D) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1950. | Daniel Passero (D) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1951. | Phillip Barski (F) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1952. | Joey Curcio (F) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1953. | Jamie Piercey (LW) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1954. | Shawn Banks (C) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1955. | Roberto Orofiamma (F) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1956. | Wes Harkin (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1957. | Greg Dunn (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1958. | Darryl Somerville (C) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1959. | Brant Somerville (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1960. | Scott Page (RW/C) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1961. | Darryl Slaney (LW) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1962. | Cody Leibel (C) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1963. | Andrew Robillard (C) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1964. | David Oh (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1965. | Matt Laxton (C) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1966. | Rick Rideout (F) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1967. | Anthony Doria (D) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1968. | Jack Hardill (C) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1969. | Peter Lacey (F) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1970. | Tommy Kotsopoulos (F) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1971. | Morris Fabrizi (F) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1972. | Jamie Drover (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1973. | Adriano Fiacconi (RW/LW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1974. | Mike Ignatz (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1975. | Morris Fabrizi (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1976. | Bernie Sigrist (RW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1977. | Drew Taylor (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1978. | Rob Meanchoff (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1979. | Ben Barrett (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1980. | Mike Ancuta (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1981. | Ken Fox (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1982. | Jeff Kubacki (RW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1983. | Brandon Barbowski (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1984. | David Del Monte (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1985. | David Fry (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |
| 1986. | Ryan Koss (LW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2020 - 2021 | 1 |
| 1987. | Brandyn Vessio (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1988. | Remy Giftopoulos (LW/C) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1989. | Reid Jackman (LW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1990. | David Friedmann (C/RW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1991. | Michael Greenberg (D/F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1992. | Tyson Fawcett (LW/RW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1993. | James Hennessy (LW) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1994. | Ryan Sproul (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1995. | Michael Hladin (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1996. | Justin Nice (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1997. | Nick Cup (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1998. | Nicolas DiNardo (F) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 1999. | Shaquille Hickey (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |
| 2000. | Daniel Poutsoungas (D) | Toronto Jr. Canadiens U15 AAA | - | - | - | - | - | - | 2007 - 2008 | 1 |