| Year | Winners | Runners Up |
| 1891 | Chalmers University Settlement | Caledonia |
| 1892 | Chalmers Athletic | Caledonia |
| 1893 | Leith Forth | Pentland |
| 1894 | Leith Forth | Roseberry |
| 1895 | Newtongrange Lothian | (Competition now league format) |
| 1896 | Newtongrange Lothian | |
| 1897 | St Bernards | |
| 1898 | Roseberry | |
| 1899 | Edinburgh Perthshire | |
| 1900 | Roseberry | |
| 1901 | Roseberry | |
| 1902 | Pentland | |
| 1903 | Roseberry | |
| 1904 | Roseberry | |
| 1905 | Pentland | |
| 1906 | Roseberry | |
| 1907 | Newtongrange Lothian | |
| 1908 | Fauldhouse Victoria | |
| 1909 | Pentland | |
| 1910 | Fauldhouse Victoria | |
| 1911 | Competition discontinued |
Thanks to Alan Veitch