| 1919 | Whitwell Colliery Second XI |
| 1920 | Whitwell Colliery Second XI |
| 1921 | Wales Church |
| 1922 | Maltby Main |
| 1923 | Whitwell Colliery Second XI |
| 1924 | Harthill |
| 1925 | Whitwell Colliery Second XI |
| 1926 | Whitwell Colliery Second XI |
| 1927 | Beighton Miners’ Welfare |
| 1928 | Wales Church |
| 1929 | Warsop Main Second XI |
| 1930 | Warsop Main Second XI |
| 1931 | Warsop Main Second XI |
| 1932 | Dinnington Colliery Institute Second XI |
| 1933 | Dinnington Colliery Institute Second XI |
| 1934 | Gainsborough Britannia Second XI |
| 1935 | Dinnington Collier Institute Second XI |
| 1936 | Worksop Second XI |
| 1937 | Warsop Main Second XI |
| 1938 | Ordsall Wire Mills |
| 1939 | Ordsall Wite Mills |
| 1940 | Waleswood Collier |
| 1941-1945 | No competition |
| 1946 | Clipstone Colliery Second XI |
| 1947 | Langwith Colliery Second XI |
| 1948 | Gainsborough Britannia Second XI, Thorcroft Main Second XI |
| 1949 | Kiveton Park South and South West |
| 1950 | Albion Mills, Creswell Colliery Second XI |
| 1951 | Thoresby Colliery |
| 1952 | Thurcroft Main Second XI |
| 1953 | Rufford Colliery |
| 1954 | Langwith Colliery Second XI |
Thanks to Pete Griffiths