| År | Mästare | | 1901-02 | Rowntrees | | 1902-03 | Knaresborough | | 1903-04 | Knaresborough | | 1904-05 | Knaresborough | | 1905-06 | NER United | | 1906-07 | York and Lancaster Regiment | | 1907-08 | St Pauls | | 1908-09 | Knaresborough | | 1909-10 | 5th Royal Irish Lancers | | 1910-11 | Green Howards | | 1911-12 | The East Yorkshire Regiment | | 1912-13 | The East Yorkshire Regiment | | 1913-14 | The East Yorkshire Regiment | | 1914-15 | | | 1916-19 | Första världskriget | | 1919-20 | Lowther United | | 1920-21 | Durham Light Infantry | | 1921-22 | | | 1922-23 | | | 1923-24 | Durham Light Infantry | | 1924-25 | Knaresborough | | 1925-26 | Knaresborough | | 1926-27 | Selby Olympia Cake & Oil | | 1927-28 | Selby Olympia Cake & Oil | | 1928-29 | Knaresborough | | 1929-30 | Northumberland Fusiliers | | 1930-31 | Rowntrees | | 1931-32 | Selby Olympia Cake & Oil | | 1932-33 | Dringhouses | | 1933-34 | Knaresborough Town | | 1934-35 | Knaresborough Town | | 1935-36 | York Railway Institute | | 1936-37 | York Railway Institute | | 1937-38 | York Railway Institute | | 1938-39 | York Railway Institute | | | År | Mästare | | 1939-40 | Old Priory | | 1940-41 | York Railway Institute | | 1941-46 | Andra världskriget | | 1947-48 | Tadcaster Albion | | 1948-49 | Cookes | | 1949-50 | York Railway Institute | | 1950-51 | York Railway Institute | | 1951-52 | York Railway Institute | | 1952-53 | York Railway Institute | | 1953-54 | York Railway Institute | | 1954-55 | Market Weighton | | 1955-56 | Pickering Town | | 1956-57 | Market Weighton | | 1957-58 | Dringhouses | | 1958-59 | Dringhouses | | 1959-60 | Dringhouses | | 1960-61 | Dringhouses | | 1961-62 | Dringhouses | | 1962-63 | Holme Rovers | | 1963-64 | Rowntrees | | 1964-65 | Rowntrees | | 1965-66 | Rowntrees | | 1966-67 | Pickering Town | | 1967-68 | York Railway Institute | | 1968-69 | Vickers | | 1969-70 | Pickering Town | | 1970-71 | Riccall United | | 1971-72 | Riccall United | | 1972-73 | Rowntrees | | 1973-74 | Riccall United | | 1974-75 | Riccall United | | 1975-76 | Rowntrees | | 1976-77 | Riccall United | | 1977-78 | Riccall United | | 1978-79 | Rowntrees | | | År | Mästare | | 1979-80 | Brayton | | 1980-81 | Rowntrees | | 1981-82 | Rowntrees | | 1982-83 | Haxby | | 1983-84 | Osbaldwick | | 1984-85 | Osbaldwick | | 1985-86 | | | 1986-87 | | | 1987-88 | | | 1988-89 | | | 1989-90 | | | 1990-91 | | | 1991-92 | | | 1992-93 | | | 1993-94 | | | 1994-95 | | | 1995-96 | | | 1996-97 | | | 1997-98 | | | 1998-99 | | | 1999-2000 | | | 2000-01 | | | 2001-02 | | | 2002-03 | | | 2003-04 | Dringhouses | | 2004-05 | Dringhouses | | 2005-06 | Dringhouses | | 2006-07 | Huntington Rovers | | 2007-08 | Huntington Rovers | | 2008-09 | Hamilton Panthers | | 2009-10 | Haxby United | | 2010-11 | Dringhouses | |
