| 1939 | Redbourn Works |
| 1940 | Redbourn Works |
| 1941 | Lysaghts |
| 1942 | Scunthorpe Town |
| 1943 | Redbourn Works |
| 1944 | Appleby Frodingham |
| 1945 | Scunthorpe Nomads |
| 1946 | Appleby Frodingham |
| 1947 | Lysaghts |
| 1948 | Appleby Frodingham |
| 1949 | Scunthorpe Town |
| 1950 | Scunthorpe Town |
| Scunnthorpe Nomads | |
| 1951 | Appleby Frodingham |
| 1952 | Appleby Frodingham |
| 1953 | Scunthorpe Town |
| 1954 | Scunthorpe Town |
| 1955 | Lysaghts |
| 1956 | Appleby Frodingham |
| 1957 | Scunthorpe Town |
| 1958 | Scunthorpe Town |
| 1959 | Lysaghts |
| 1960 | Scunthorpe Town |
| 1961 | Appleby Frodingham |
| 1962 | Appleby Frodingham |
| 1963 | Scunthorpe Town |
| 1964 | Scunthorpe Town |
| 1965 | Scunthorpe Town |
| 1966 | Scunthorpe Town |
| 1967 | unknown |
| 1968 | unknown |
| 1969 | unknown |
| 1970 | Appleby Frodingham |
| 1971 | Appleby Frodingham |
| 1972 | Appleby Frodingham |
| 1973 | Appleby Frodingham |
| 1974 | Normanby Park Works |
| 1975 | unknown |
| 1976 | Appleby Frodingham |
| 1977 | Appleby Frodingham |
| 1978 | Appleby Frodingham |
| 1979 | Appleby Frodingham |
| 1980 | Messingham |
| 1981 | Normanby Park |
| 1982 | Normanby Park |
| 1983 | Normanby Park Works |
| 1984 | Appleby Frodingham |
| 1985 | unknown |
| 1986 | Normanby Park Works |
| 1987 | Appleby Frodingham |
| 1988 | unknown |
| 1989 | Broughton |
| 1990 | Appleby Frodingham |
| 1991 | Messingham |
| 1992 | Appleby Frodingham |
| 1993 | Apppleby Frodingham |
| 1994 | Barton Town |
| 1995 | unknown |
| 1996 | unknown |
| 1997-2003 | no competition |
| 2004 | Outcasts Midweek XI |
Brett Smith, Neil Simpson