Winners
1889-90 East Stirlingshire 1914-15 Falkirk 1890-91 East Stirlingshire 1915-16 No Details 1891-92 Falkirk 1916-17 Falkirk 1892-93 Falkirk 1917-19 No Details 1893-94 Falkirk 1919-20 Falkirk 1894-95 Falkirk 1920-21 Falkirk 1895-96 Stenhousemuir 1921-22 Falkirk 1896-97 Stenhousemuir 1922-23 Falkirk 1897-98 Stenhousemuir 1923-24 Falkirk 1898-99 East Stirlingshire 1924-25 East Stirlingshire 1899-00 East Stirlingshire 1925-26 Falkirk 1900-01 Cup Withheld 1926-27 East Stirlingshire 1901-02 Falkirk 1927-28 Falkirk 1902-03 Camelon 1928-29 East Stirlingshire 1903-04 East Stirlingshire 1929-30 Falkirk 1904-05 Falkirk 1930-31 Falkirk 1905-06 Falkirk 1931-32 East Stirlingshire 1906-07 Falkirk 1932-33 Falkirk 1907-08 Falkirk 1933-34 Falkirk 1908-09 Falkirk 1934-35 Falkirk 1909-10 Falkirk 1935-36 Falkirk 1910-11 Falkirk 1936-37 Falkirk 1911-12 Stenhousemuir 1937-38 Falkirk 1912-13 Falkirk 1938-39 Falkirk 1913-14 Falkirk 1939-40 Stenhousemuir
Total Winners
32 - Falkirk
9 - East Stirlingshire
5 - Stenhousemuir
1 - Camelon