| 1883-84 |
Rollo's Pier - Dundee |
ARBROATH |
Arbroath - Dundee Harp 2-1 |
| 1884-85 |
Rollo's Pier - Dundee |
DUNDEE HARP |
Dundee Harp - Strathmore 2-2 (replay 15-1) |
| 1885-86 |
West Craigie Park - Dundee |
DUNDEE HARP |
Dundee Harp - Arbroath 5-3 |
| 1886-87 |
West Craigie Park - Dundee |
DUNDEE HARP |
Dundee Harp - Strathmore 4-2 |
| 1887-88 |
East Dock Street Park - Dundee |
ARBROATH |
Arbroath - Strathmore 10-2 |
| 1888-89 |
East Dock Street Park - Dundee |
ARBROATH |
Arbroath - Dundee East End 2-1 |
| 1889-90 |
East Dock Street Park - Dundee |
OUR BOYS |
Our Boys - Dundee East End 2-1 |
| 1890-91 |
East Dock Street Park - Dundee |
OUR BOYS |
Our Boys - Dundee East End 6-2 |
| 1891-92 |
West Craigie Park - Dundee |
MONTROSE |
Montrose - East End 5-3 |
| 1892-93 |
Carolina Port - Dundee |
ARBROATH |
Arbroath - Dundee Harp 1-0 |
| 1893-94 |
Carolina Port - Dundee |
DUNDEE |
Dundee - Dundee Harp 4-0 |
| 1894-95 |
Gayfield Park - Arbroath |
DUNDEE |
Dundee - Lochee United 1-0 |
| 1895-96 |
East Dock Street Park - Dundee |
ARBROATH |
Arbroath - Dundee 2-0 |
| 1896-97 |
Carolina Port - Dundee |
ARBROATH |
Arbroath - Forfar Athletic 2-2 (replay 5-2) |
| 1897-98 |
Carolina Port - Dundee |
DUNDEE WANDERERS |
Dundee Wanderers - Arbroath 1-1 (replay 7-5 d.t.s. (5-5)) |
| 1898-99 |
Carolina Port - Dundee |
ARBROATH |
Arbroath - Dundee Wanderers 4-2 |
| 1899-00 |
Dens Park - Dundee |
ARBROATH |
Arbroath - Lochee United 3-3 (replay 1-0) |
| 1900-01 |
Dens Park - Dundee |
DUNDEE A |
Dundee A - Dundee Wanderers 1-0 |
| 1901-02 |
Dens Park - Dundee |
DUNDEE WANDERERS |
Dundee Wanderers - Arbroath 3-2 |
| 1902-03 |
Dens Park - Dundee |
DUNDEE A |
Dundee A - Montrose 2-1 |
| 1903-04 |
Dens Park e Gayfield Park |
DUNDEE WANDERERS |
Dundee Wanderers - Montrose 1-1 (replay 3-1) |
| 1904-05 |
finale non disputata |
DUNDEE A |
Dundee A - Arbroath (vittoria d'ufficio) |
| 1905-06 |
Dens Park e Links Park |
FORFART ATHLETIC |
Forfar Athletic - Arbroath 1-1 (replay 2-1) |
| 1906-07 |
Dens Park - Dundee |
ARBROATH |
Arbroath - Dundee A 1-0 |
| 1907-08 |
Dens Park - Dundee |
FORFAR ATHLETIC |
Forfar Athletic - Montrose 4-1 |
| 1908-09 |
Dens Park - Dundee |
DUNDEE A |
Dundee A - Brechin City 2-0 |
| 1909-10 |
Dens Park - Dundee |
BRECHIN CITY |
Brechin City - Arbroath 4-1 |
| 1910-11 |
Dens Park - Dundee |
DUNDEE HIBERNIAN |
Dundee Hibernian - Arbroath 1-0 |
| 1911-12 |
Dens Park - Dundee |
DUNDEE A |
Dundee A - Brechin City 2-0 |
| 1912-13 |
Dens Park - Dundee |
DUNDEE A |
Dundee A - Montrose 1-1 (replay 7-0) |
| 1913-14 |
Dens Park - Dundee |
ARBROATH |
Arbroath - Dundee Hibernian 1-1 (replay 2-1) |
| 1914-15 |
Dens Park - Dundee |
DUNDEE HIBERNIAN |
Dundee Hibernian - Arbroath 2-0 |
| 1915-16 |
Dens Park - Dundee |
MONTROSE |
Montrose - Dundee Hibernian 2-0 |
| 1916-17 |
non disputata |
| 1917-18 |
non disputata |
| 1918-19 |
non disputata |
| 1919-20 |
Dens Park - Dundee |
DUNDEE HIBERNIAN |
Dundee Hibernian - Dundee A 1-0 (replay 1-0) |
| 1920-21 |
Dens Park - Dundee |
ARBROATH |
Arbroath - Dundee 2-2 (replay 3-0) |
| 1921-22 |
Gayfield Park - Arbroath |
MONTROSE |
Montrose - Forfar Athletic 1-0 |
| 1922-23 |
Dens Park - Dundee |
DUNDEE |
Dundee - Forfar Athletic 2-0 |
| 1923-24 |
Dens Park - Dundee |
ARBROATH |
Arbroath - Forfar Athletic 3-0 |
| 1924-25 |
Dens Park - Dundee |
DUNDEE A |
Dundee A - Arbroath 1-0 |
| 1925-26 |
Tannadice Park - Dundee |
DUNDEE |
Dundee - Arbroath 4-2 |
| 1926-27 |
- |
BRECHIN CITY |
Montrose - Brechin City 2-2 1-2 |
| 1927-28 |
non completata |
| 1928-29 |
Dens Park - Dundee |
DUNDEE UNITED |
Dundee United - Forfar Athletic 2-1 |
| 1929-30 |
Dens Park - Dundee |
DUNDEE UNITED |
Dundee United - Montrose 2-1 |
| 1930-31 |
Dens Park - Dundee |
FORFAR ATHLETIC |
Forfar Athletic - Dundee A 2-1 |
| 1931-32 |
Gayfield Park - Arbroath |
MONTROSE |
Montrose - Dundee United 1-0 |
| 1932-33 |
Gayfield Park - Arbroath |
MONTROSE |
Montrose - Dundee A 1-1 (replay 1-0) |
| 1933-34 |
Tannadice Park - Dundee |
ARBROATH |
Arbroath - Brechin City 4-1 |
| 1934-35 |
Tannadice Park - Dundee |
DUNDEE |
Dundee - Arbroath 1-1 (replay 1-0) |
| 1935-36 |
Gayfield Park - Arbroath |
ARBROATH |
Arbroath - Montrose 1-0 |
| 1936-37 |
Links Park - Montrose |
ARBROATH |
Arbroath - Brechin City 2-2 (replay 3-1) |
| 1937-38 |
Dens Park - Dundee |
DUNDEE |
Dundee - Dundee United 3-0 |
| 1938-39 |
Dens Park - Dundee |
ARBROATH |
Arbroath - Dundee United 2-0 |
| 1939-40 |
Dens Park e Gayfield Park |
ARBROATH |
Dundee - Arbroath 1-1 (replay 0-2) |
| 1940-41 |
non disputata |
| 1941-42 |
non disputata |
| 1942-43 |
non disputata |
| 1943-44 |
non disputata |
| 1944-45 |
Dens Park - Dundee |
DUNDEE |
Dundee - Arbroath 6-0 |
| 1945-46 |
Dens Park - Dundee |
DUNDEE |
Dundee - Forfar Athletic 6-1 |
| 1946-47 |
Dens Park - Dundee |
DUNDEE |
Dundee - Dundee United 5-0 |
| 1947-48 |
Dens Park - Dundee |
DUNDEE UNITED |
Dundee United - Arbroath 4-1 |
| 1948-49 |
Dens Park - Dundee |
DUNDEE |
Dundee - Arbroath 1-1 (replay 2-0) |
| 1949-50 |
Dens Park - Dundee |
DUNDEE |
Dundee - Brechin City 3-2 d.t.s. |
| 1950-51 |
Dens Park - Dundee |
DUNDEE UNITED |
Dundee United - Dundee 3-2 |
| 1951-52 |
Gayfield Park - Arbroath |
MONTROSE |
Montrose - Arbroath 2-1 |
| 1952-53 |
Tannadice Park - Dundee |
BRECHIN CITY |
Brechin City - Dundee United 2-1 |
| 1953-54 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Arbroath 3-1 |
| 1954-55 |
Dens Park - Dundee |
DUNDEE |
Dundee - Montrose 6-0 |
| 1955-56 |
Dens Park - Dundee |
DUNDEE |
Dundee - Arbroath 2-0 |
| 1956-57 |
non completata |
| 1957-58 |
Glebe Park - Brechin |
ARBROATH |
Arbroath - Forfar Athletic 3-2 |
| 1958-59 |
Gayfield Park - Albroath |
BRECHIN CITY |
Brechin City - Dundee United 6-0 |
| 1959-60 |
Dens Park - Dundee |
DUNDEE |
Dundee - Forfar Athletic 3-2 |
| 1960-61 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Montrose 6-3 |
| 1961-62 |
Gayfield Park - Albroath |
MONTROSE |
Montrose - Arbroath 2-1 |
| 1962-63 |
Dens Park - Dundee |
DUNDEE UNITED |
Dundee United - Arbroath 2-1 |
| 1963-64 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Montrose 4-0 |
| 1964-65 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Dundee 1-0 |
| 1965-66 |
Dens Park - Dundee |
DUNDEE |
Dundee - Brechin City 2-1 |
| 1966-67 |
Dens Park - Dundee |
DUNDEE |
Dundee - Dundee United 4-3 |
| 1967-68 |
- |
DUNDEE UNITED |
Dundee United - Dundee |
| 1968-69 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Arbroath 2-0 |
| 1969-70 |
non disputata |
| 1970-71 |
Tannadice Park - Dundee |
DUNDEE |
Dundee - Dundee United 2-0 |
| 1971-72 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Dundee 4-0 |
| 1972-73 |
Gayfield Park - Arbroath |
MONTROSE |
Montrose - Dundee United 2-1 |
| 1973-74 |
non disputata |
| 1974-75 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Montrose 3-1 |
| 1975-76 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Dundee 3-1 d.t.s. |
| 1976-77 |
Gayfield Park - Arbroath |
DUNDEE UNITED |
Dundee United - Arbroath 3-0 |
| 1977-78 |
non disputata |
| 1978-79 |
Station Park - Forfar |
FORFAR ATHLETIC |
Forfar Athletic - Dundee 3-1 |
| 1979-80 |
Dens Park - Dundee |
DUNDEE UNITED |
Dundee United - Dundee 2-1 |
| 1980-81 |
non disputata |
| 1981-82 |
non disputata |
| 1982-83 |
non completata |
| 1983-84 |
Station Park - Forfar |
FORFAR ATHLETIC |
Forfar Athletic - Dundee 3-2 |
| 1984-85 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Forfar Athletic 2-1 |
| 1985-86 |
Tannadice Park - Dundee |
DUNDEE |
Dundee - Dundee United 2-0 |
| 1986-87 |
Tannadice Park - Dundee |
DUNDEE UNITED |
Dundee United - Montrose 5-0 |
| 1987-88 |
Dens Park - Dundee |
DUNDEE UNITED |
Dundee United - Dundee 3-2 |
| 1988-89 |
Gayfield Park - Arbroath |
DUNDEE |
Dundee - Arbroath 3-0 |
| 1989-90 |
McDiarmid Park - Perth |
DUNDEE |
Dundee - St Johnstone 3-2 |
| 1990-91 |
Glebe Park - Brechin |
FORFAR ATHLETIC |
Forfar Athletic - Brechin City 2-1 d.t.s. |
| 1991-92 |
Links Park - Montrose |
MONTROSE |
Montrose - Forfar Athletic 3-1 |
| 1992-93 |
Links Park - Montrose |
ST JOHNSTONE |
St Johnstone - Montrose 4-1 |
| 1993-94 |
Gayfield Park - Arbroath |
ARBROATH |
Arbroath - Dundee 2-0 |
| 1994-95 |
Station Park - Forfar |
FORFAR ATHLETIC |
Forfar Athletic - St Johnstone 3-2 d.t.s. |
| 1995-96 |
Gayfield Park - Arbroath |
ARBROATH |
Arbroath - Forfar Athletic 3-2 d.t.s. |
| 1996-97 |
Links Park - Montrose |
BRECHIN CITY |
Brechin City - Montrose 1-1 d.t.s. (vittoria ai rigori) |
| 1997-98 |
- |
FORFAR ATHLETIC |
Forfar Athletic - St Johnstone 2-1 |
| 1998-99 |
- |
ST JOHNSTONE |
St Johnstone - Brechin City 1-0 |
| 1999-00 |
Station Park - Forfar |
DUNDEE |
Dundee - Forfar Athletic 2-2 d.t.s. (4-3 ai rigori) |
| 2000-01 |
non disputata |
| 2001-02 |
- |
DUNDEE UNITED |
Dundee United - Montrose 5-1 |
| 2002-03 |
non completata |
| 2003-04 |
McDiarmid Park - Perth |
ST JOHNSTONE |
St Johnstone - Montrose 2-0 |
| 2004-05 |
Station Park - Forfar |
DUNDEE UNITED |
Dundee United - Forfar Athletic 1-0 |
| 2005-06 |
non completata |
| 2006-07 |
Gayfield Park - Arbroath |
ST JOHNSTONE |
St Johnstone - Arbroath 3-2 |
| 2007-08 |
Links Park - Montrose |
BRECHIN CITY |
Brechin City - Montrose 2-1 |
| 2008-09 |
non disputata |
| 2009-10 |
non completata |
| 2010-11 |
non completata |
| 2011-12 |
- |
ST JOHNSTONE |
St Johnstone - Dundee United 1-1 d.t.s. (4-2 ai rigori) |
| 2012-13 |
non disputata |
| 2013-14 |
non disputata |
| 2014-15 |
Gayfield Park - Airbroath |
FORFAR ATHLETIC |
Forfar Athletic - Arbroath 3-3 d.t.s. (5-4 ai rigori) |
| 2015-16 |
non disputata |