| Season |
Winner |
Score |
Runner-up |
Venue |
Notes |
| 1878–79 |
The Wednesday |
3 – 2 |
Heeley |
Bramall Lane |
|
| 1879–80 |
Heeley |
2 – 1 |
The Wednesday |
Sheaf House |
|
| 1880–81 |
Not completed |
|
|
| 1881–82 |
The Wednesday |
5 – 0 |
Heeley |
Bramall Lane |
|
| 1882–83 |
The Wednesday |
4 – 0 |
Pyebank |
Bramall Lane |
|
| 1883–84 |
Lockwood Brothers |
6 – 0 |
Pyebank |
Bramall Lane |
|
| 1884–85 |
Heeley |
4 – 0 |
The Wednesday |
Bramall Lane |
Replay; First game 1 – 1 at Bramall Lane |
| 1885–86 |
The Wednesday |
2 – 0 |
Heeley |
Old Forge Ground |
|
| 1886–87 |
Staveley |
3 – 0 |
The Wednesday |
Bramall Lane |
|
| 1887–88 |
The Wednesday |
2 – 0 |
Rotherham Town |
Bramall Lane |
|
| 1888–89 |
Staveley |
1 – 0 |
Rotherham Town |
Olive Grove |
|
| 1889–90 |
Staveley |
3 – 0 |
Rotherham Town |
Olive Grove |
2nd replay; First game 1 – 1 at Bramall Lane, Second game 1 – 1 at Olive Grove |
| 1890–91 |
Not completed |
|
|
| 1891–92 |
Not completed |
|
|
| 1892–93 |
Not won |
Olive Grove |
The Wednesday and Sheffield United drew 0-0- competition declared 'unwon' |
| 1893–94 |
Not played |
|
| 1894–95 |
Mexborough |
n/a |
Chesterfield |
n/a |
League format, played under the auspices of the Sheffield & District Football League |
| 1895–96 |
Sheffield United reserves |
n/a |
Barnsley St. Peters |
n/a |
League format |
| 1896–97 |
Sheffield United reserves |
n/a |
The Wednesday reserves |
n/a |
League format |
| 1897–98 |
Not played |
|
|
| 1898–99 |
Not played |
|
|
| 1899–00 |
The Wednesday reserves |
n/a |
Sheffield United reserves |
n/a |
League format |
| 1900–01 |
Monk Bretton |
2 – 1 |
Roundel |
Old Forge Ground |
|
| 1901–02 |
Sheffield United reserves |
n/a |
The Wednesday reserves |
n/a |
League format |
| 1902–03 |
The Wednesday reserves |
n/a |
Sheffield United reserves |
n/a |
League format |
| 1903–04 |
Sheffield United reserves |
n/a |
Barnsley reserves |
n/a |
League format |
| 1904–05 |
The Wednesday reserves |
n/a |
Denaby United |
n/a |
League format |
| 1905–06 |
The Wednesday reserves |
n/a |
Sheffield United reserves |
n/a |
League format |
| 1906–07 |
Sheffield United reserves |
n/a |
Rotherham County |
n/a |
League format |
| 1907–08 |
The Wednesday reserves |
3 – 2 |
Rotherham County |
Bramall Lane |
| 1908–09 |
The Wednesday reserves |
n/a |
Sheffield United reserves |
n/a |
League format |
| 1909–10 |
Barnsley reserves |
3 – 1 |
Sheffield United reserves |
Hillsborough |
|
| 1910–11 |
The Wednesday reserves |
3 – 0 |
Sheffield United reserves |
Hillsborough |
|
| 1911–12 |
Sheffield United reserves |
2 – 1 |
South Kirkby Colliery |
Hillsborough |
|
| 1912–13 |
Gainsborough Trinity |
3 – 1 |
The Wednesday reserves |
Central Avenue |
Replay; First game 0 – 0 at Central Avenue |
| 1913–14 |
Rotherham County |
2 – 0 |
Sheffield United reserves |
Hillsborough |
|
| 1914–15 |
The Wednesday reserves |
4 – 1 |
Sheffield United reserves |
Bramall Lane |
|
| 1915–16 |
Worksop Town |
n/a |
|
n/a |
League format |
| 1916–17 |
Not played |
|
|
| 1917–18 |
Not played |
|
|
| 1918–19 |
Not played |
|
|
| 1919–20 |
Maltby Main |
- |
Retford Town |
|
Awarded to Retford Town |
| 1920–21 |
Frickley Athletic |
1 – 3 |
Rotherham County reserves |
Oakwell |
|
| 1921–22 |
The Wednesday reserves |
3 – 1 |
Sheffield United reserves |
Hillsborough |
|
| 1922–23 |
Doncaster Rovers |
1 – 0 |
Scunthorpe United |
Belle Vue |
|
| 1923–24 |
Sheffield United reserves |
2 – 1 |
The Wednesday reserves |
Hillsborough |
|
| 1924–25 |
The Wednesday reserves |
3 – 1 |
Rotherham Town |
Hillsborough |
|
| 1925–26 |
Sheffield United reserves |
|
Wath Athletic |
Hillsborough |
|
| 1926–27 |
Doncaster Rovers reserves |
2 – 0 |
Barnsley reserves |
Belle Vue |
|
| 1927–28 |
Sheffield United reserves |
4 – 0 |
Worksop Town |
Hillsborough |
|
| 1928–29 |
Doncaster Rovers reserves |
2 – 0 |
Sheffield United reserves |
Bramall Lane |
|
| 1929–30 |
Sheffield United reserves |
6 – 3 |
Rotherham United reserves |
Hillsborough |
|
| 1930–31 |
Sheffield Wednesday reserves |
4 – 0 |
Sheffield United reserves |
Bramall Lane |
|
| 1931–32 |
Sheffield United reserves |
2 – 0 |
Sheffield Wednesday reserves |
Hillsborough |
|
| 1932–33 |
Sheffield Wednesday reserves |
2 – 1 |
Sheffield United reserves |
Bramall Lane |
|
| 1933–34 |
Doncaster Rovers reserves |
2 – 1 |
Barnsley reserves |
|
|
| 1934–35 |
Norton Woodseats |
3 – 1 |
Goldthorpe United |
|
|
| 1935–36 |
Not played |
|
|
| 1936–37 |
Sheffield United 'A' |
3 – 2 |
Dinnington Athletic |
Shiregreen |
|
| 1937–38 |
Sheffield Wednesday 'A' |
4 – 1 |
Sheffield United 'A' |
Bramall Lane |
|
| 1938–39 |
Sheffield Wednesday 'A' |
5 – 3 |
Norton Woodseats |
Coach & Horses Ground |
|
| 1939–40 |
Not played |
|
|
| 1940–41 |
Thurcroft Welfare |
3 – 0 |
Beighton Miners Welfare |
Woodhouse |
|
| 1941–42 |
RASC |
4 – 1 |
Sheffield Wednesday reserves |
Hillsborough |
|
| 1942–43 |
RASC |
2 – 1 |
Sheffield United reserves |
Hillsborough |
|
| 1943–44 |
RASC |
1 – 0 |
Sheffield United reserves |
Bramall Lane |
|
| 1944–45 |
Thorncliffe Welfare |
|
|
|
|
| 1945–46 |
Thorncliffe Welfare |
3 – 1 |
Greens Welfare |
|
|
| 1946–47 |
Thorncliffe Welfare |
|
|
|
|
| 1947–48 |
Not completed |
|
Hoyland Common fielded ineligible player in final win over Penistone Church - competition voided |
| 1948–49 |
Stocksbridge Works |
2 – 0 |
YMCA |
Penistone |
|
| 1949–50 |
Hoyland Common Athletic |
1 – 0 |
Aughton Juniors |
|
|
| 1950–51 |
Aughton Juniors |
|
|
|
|
| 1951–52 |
Penistone Church |
|
Aughton Juniors |
|
|
| 1952–53 |
Beighton Miners Welfare |
|
Aughton Juniors |
|
|
| 1953–54 |
Thorncliffe Recreation |
5 – 1 |
Parkgate Welfare |
|
|
| 1954–55 |
- |
- |
- |
- |
Cup shared between Brown Bayley Steels & Greenhill Meths |
| 1955–56 |
Thurcroft Main |
|
|
|
|
| 1956–57 |
Sheffield Wednesday youth |
3 – 2 |
Sheffield |
High Green |
|
| 1957–58 |
Sheffield Wednesday youth |
6 – 0 |
Grenoside Sports |
High Green |
|
| 1958–59 |
Sheffield Wednesday youth |
4 – 3 |
Thurcroft Main |
High Green |
|
| 1959–60 |
Thorncliffe Recreation |
4 – 2 |
Sheffield Wednesday youth |
High Green |
|
| 1960–61 |
Harworth Colliery Institute |
3 – 2 |
Thorncliffe Recreation |
|
|
| 1961–62 |
Retford Town |
|
|
|
|
| 1962–63 |
Harworth Colliery Institute |
|
|
|
|
| 1963–64 |
Swallownest Miners Welfare |
|
|
|
|
| 1964–65 |
Maltby Main |
|
|
|
|
| 1965–66 |
Frecheville Community Association |
|
|
|
|
| 1966–67 |
Frecheville Community Association |
|
|
|
|
| 1967–68 |
Charlton United |
|
|
|
|
| 1968–69 |
Swallownest Miners Welfare |
|
|
|
|
| 1969–70 |
Thurcroft Welfare |
|
|
|
|
| 1970–71 |
Hallam |
|
|
|
|
| 1971–72 |
Ecclesfield Red Rose |
|
|
|
|
| 1972–73 |
Charlton United |
|
|
|
|
| 1973–74 |
Heeley |
|
|
|
|
| 1974–75 |
Kiveton Park |
|
|
|
|
| 1975–76 |
Harworth Colliery Institute |
3 – 1 |
Kiveton Park |
|
|
| 1976–77 |
Norton Woodseats |
|
|
|
|
| 1977–78 |
Mosborough Trinity |
|
|
|
|
| 1978–79 |
Charlton Tavern |
1 – 1(p) |
Maltby Main |
|
|
| 1979–80 |
Maltby Main |
|
|
|
|
| 1980–81 |
Not played |
|
|
| 1981–82 |
Not played |
|
|
| 1982–83 |
Frecheville Community Association |
|
|
|
|
| 1983–84 |
Kiveton Park |
|
|
|
|