| 1901. | Hudson Callaghan (D) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1902. | Tyrese Russell (F) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1903. | Jayden Essig (W/C) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1904. | Adriano Bregliano (D) | Vaughan Kings U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1905. | Jonathan Balah (D) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1906. | Matthew Yau (F) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1907. | Ali Khaleghi Ghadiri (D) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1908. | Albert Liparoti (C) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1909. | Johnny Houlding (F/D) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1910. | Payton Schaly (RW) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1911. | Marc Smorenberg (F) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1912. | Nathan Kellenberger (C/W) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1913. | Jacob Im (D) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1914. | Owen Laffey (D) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1915. | Jack Gatto (D) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1916. | Andrew Duncan (F) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1917. | Austin Sztuka (F) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1918. | Matthew Varnovitski (F) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1919. | Tyler Mitchell (F/D) | North York Rangers U15 AAA | - | - | - | - | - | - | 2015 - 2016 | 1 |
| 1920. | Alexander Kert (D) | North York Rangers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1921. | Massimo Marcello (LW) | Toronto Royals U15 AA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1922. | Ty Huggins (D) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1923. | Daniel Winnik (W/C) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1924. | Lucas Prohaska (D) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1925. | Corey Eastman (D) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1926. | Giorgio Ercolani (LW) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1927. | Philip Nolan (RW/D) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1928. | Andrew Gilbert (F) | North York Canadiens U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1929. | Mark DiBiase (D) | Mississauga Rebels U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1930. | Jeremy Bell (D) | Mississauga Rebels U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1931. | John-Scott Dickson (LW) | Mississauga Rebels U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1932. | Tyler Cann (D) | Mississauga Rebels U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1933. | Dan Rogers (D) | Mississauga Rebels U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1934. | Matt Christie (C) | Mississauga Rebels U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1935. | Kieran Riley (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1936. | Austin Punchard (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1937. | Ryan Arpin (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1938. | Matthew Sarabando (F) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1939. | Kyle Wiesblatt (F) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1940. | Franco Brandolino (F) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1941. | Nicholas Schwertner (F) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1942. | Issac Simone (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1943. | Joseph Zoldos (RW) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1944. | Marcus Colebrook (F) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1945. | Chase Del Colombo (C) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1946. | Jonathan Dudziak (F) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1947. | Luke Howard (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1948. | Owen Ronson (D) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1949. | Sharkey Chen (F) | Toronto Nationals U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1950. | Jimmy Lombardi (C/LW) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1951. | Hunter Peyton (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1952. | Zach Livingstone (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1953. | Thomas Harnett (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1954. | Shamar Moses (RW) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1955. | Griffith Tarling (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1956. | Johnny Li (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1957. | Alex Pho (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1958. | Max Anderson (C) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1959. | Chris Paolone (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1960. | Dylan Tscherna (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1961. | Anton Kuzmichev (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1962. | Adam Smeeton (C) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1963. | Kyle Butt (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1964. | Jared Harding (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1965. | Markos Saroglou (D) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1966. | Charlie Pantalone (F) | Don Mills Flyers U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1967. | Adam Valentini (F) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1968. | Tyler Miocevich (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1969. | Marcus Lagana (F) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1970. | Callum Mainville (C) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1971. | Gabriel Smith (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1972. | Curtis Freeman (LW) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1973. | Ethan Mann (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1974. | Ryder Graves (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1975. | Matthew Manza (RW) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1976. | Luca Morano (C) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1977. | Gabriel Trozzo (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1978. | James Paul (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1979. | Zachariah Abu-Ali (F) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1980. | Zachary Pereira (F) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1981. | Ethan Brassard (LW) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1982. | Enzhi Zhou (D) | Mississauga Senators U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1983. | Harrison McLean (D) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1984. | Chase Yanni (LW) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1985. | Wesley Royston (RW) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1986. | Evan Malkhassian (F) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1987. | Nicolas Addy (RW/LW) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1988. | Jake O'Brien (C) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1989. | Keagan Knight (D) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1990. | Ethan Armstrong (D) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1991. | Ajay Rai (LW) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1992. | Hector Martel (F) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1993. | Luca Romano (C) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1994. | Michael Lavigne (D) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1995. | Adam Lanator (D) | North York Canadiens U15 AAA | - | - | - | - | - | - | 2021 - 2022 | 1 |
| 1996. | Mark Skeels (D) | Markham Islanders U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1997. | Rafal Martynowski (LW) | Markham Islanders U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1998. | Nick Osti (D) | Markham Islanders U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 1999. | Evan Kotsopoulos (LW) | Markham Islanders U15 AAA | - | - | - | - | - | - | 1999 - 2000 | 1 |
| 2000. | Chris Green (RW) | Toronto Red Wings U15 AAA | - | - | - | - | - | - | 1994 - 1995 | 1 |