Scottish League Cup 2023/24, Group F |
 | 22.07.2023 |  | Dunfermline Athletic | – | Kilmarnock | | 0:2 (0:1) |
| Dunfermline |
Scottish League Cup 2022/23, Group C |
| 16.07.2022 | | Ross County | – | Dunfermline Athletic | | 1:0 (0:0) |
| Dingwall |
Scottish League Cup 2021/22, Second round |
| 13.08.2021 | | Rangers | – | Dunfermline Athletic | | 5:0 (4:0) |
| Glasgow |
Scottish League Cup 2021/22, Group H |
| 13.07.2021 | | St. Mirren | – | Dunfermline Athletic | | 1:0 (1:0) |
| Paisley |
Scottish League Cup 2019/20, Second round |
| 17.08.2019 | | Celtic | – | Dunfermline Athletic | | 2:1 aet
(0:0, 1:1) |
| Glasgow |
Scottish League Cup 2019/20, Group H |
| 20.07.2019 | | Edinburgh City | – | Dunfermline Athletic | | 1:0 (0:0) |
| Edinburgh |
Scottish League Cup 2018/19, Second round |
| 18.08.2018 | | Dunfermline Athletic | – | Hearts | | 0:1 (0:0) |
| Dunfermline |
Scottish League Cup 2017/18, Second round |
| 09.08.2017 | | Rangers | – | Dunfermline Athletic | | 6:0 (4:0) |
| Glasgow |
Scottish League Cup 2016/17, First Round, Group C |
| 30.07.2016 | | Dundee United | – | Dunfermline Athletic | | 2:0 (0:0) |
| Dundee |
Scottish League Cup 2016/17, First Round, Group C |
| 26.07.2016 | | Dunfermline Athletic | – | Inverness | | 1:5 (1:2) |
| Dunfermline |
Scottish League Cup 2015/16, Third Round |
| 22.09.2015 | | Dundee United | – | Dunfermline Athletic | | 3:1 aet
(1:1, 1:1) |
| Dundee |
Scottish League Cup 2014/15, Second Round |
| 26.08.2014 | | St. Mirren | – | Dunfermline Athletic | | 2:1 (0:1) |
| Paisley |
Scottish League Cup 2013/14, Second Round |
| 27.08.2013 | | Falkirk | – | Dunfermline Athletic | | 2:1 (2:1) |
| Falkirk |
Scottish League Cup 2012/13, Third Round |
| 26.09.2012 | | Dunfermline Athletic | – | Aberdeen | | 0:1 (0:0) |
| Dunfermline |
Scottish League Cup 2011/12, Second Round |
| 23.08.2011 | | East Fife | – | Dunfermline Athletic | | 2:1 (1:1) |
| Methil |
Scottish League Cup 2010/11, Third Round |
| 21.09.2010 | | Rangers | – | Dunfermline Athletic | | 7:2 (3:1) |
| Glasgow |
Scottish League Cup 2009/10, Third Round |
| 23.09.2009 | | Hearts | – | Dunfermline Athletic | | 2:1 (0:1) |
| Edinburgh |
Scottish League Cup 2008/09, Quarterfinal |
| 28.10.2008 | | Dundee United | – | Dunfermline Athletic | | 1:0 (1:0) |
| Dundee |
Scottish League Cup 2007/08, Third Round |
| 25.09.2007 | | Hearts | – | Dunfermline Athletic | | 4:1 aet
(1:0, 1:1) |
| Edinburgh |
Scottish League Cup 2006/07, Third Round |
| 20.09.2006 | | Dunfermline Athletic | – | Rangers | | 0:2 (0:0) |
| Dunfermline |
Scottish League Cup 2005/06, Final |
| 19.03.2006 | | Dunfermline Athletic | – | Celtic | | 0:3 (0:1) |
| Glasgow |
Scottish League Cup 2004/05, Quarterfinal |
| 10.11.2004 | | Dunfermline Athletic | – | Hearts | | 1:3 (0:1) |
| |
Scottish League Cup 2003/04, Third Round |
| 28.10.2003 | | St. Johnstone | – | Dunfermline Athletic | | 3:2 (1:0) |
| Perth |
Scottish League Cup 2002/03, Quarterfinal |
| 07.11.2002 | | Dunfermline Athletic | – | Rangers | | 0:1 (0:0) |
| Dunfermline |
Scottish League Cup 2000/01, Quarterfinal |
| 31.10.2000 | | St. Mirren | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1999/00, Third Round |
| 12.10.1999 | | Rangers | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1998, Second Round |
| 08.08.1998 | | Livingston | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1997, Semifinal |
| 14.10.1997 | | Dunfermline Athletic | – | Celtic | | 0:1 (0:0) |
| Glasgow |
Scottish League Cup 1996, Semifinal |
| 22.10.1996 | | Dunfermline Athletic | – | Rangers | | 1:6 (0:1) |
| Glasgow |
Scottish League Cup 1995, Third Round |
| 30.08.1995 | | Hearts | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1994, Third Round |
| 30.08.1994 | | Hibernian | – | Dunfermline Athletic | | 2:0 |
| |
Scottish League Cup 1993, Third Round |
| 24.08.1993 | | Dunfermline Athletic | – | Rangers | | 0:2 |
| |
Scottish League Cup 1992, Third Round |
| 19.08.1992 | | Aberdeen | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1991, Final |
| 27.10.1991 | | Hibernian | – | Dunfermline Athletic | | 2:0 (0:0) |
| Glasgow |
Scottish League Cup 1990, Third Round |
| 28.08.1990 | | Dunfermline Athletic | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1989, Semifinal |
| 19.09.1989 | | Rangers | – | Dunfermline Athletic | | 5:0 |
| |
Scottish League Cup 1988, Quarterfinal |
| 31.08.1988 | | Dunfermline Athletic | – | Hearts | | 1:4 |
| |
Scottish League Cup 1987, Third Round |
| 26.08.1987 | | Dunfermline Athletic | – | Rangers | | 1:4 |
| |
Scottish League Cup 1986, Second Round |
| 20.08.1986 | | Dunfermline Athletic | – | St. Mirren | | 0:2 |
| |
Scottish League Cup 1984, Second Round |
| 21.08.1984 | | Dunfermline Athletic | – | Celtic | | 2:3 |
| |
Scottish League Cup 1983/84, Second Round |
| 27.08.1983 | | Dunfermline Athletic | – | Dundee United | | 0:2 |
| |
Scottish League Cup 1983/84, Second Round |
| 24.08.1983 | | Dundee United | – | Dunfermline Athletic | | 6:1 |
| |
Scottish League Cup 1982, Group 1 |
| 01.09.1982 | | Alloa Athletic | – | Dunfermline Athletic | | 3:0 |
| |
Scottish League Cup 1982, Group 1 |
| 28.08.1982 | | Dunfermline Athletic | – | Celtic | | 1:7 |
| |
Scottish League Cup 1982, Group 1 |
| 25.08.1982 | | Arbroath | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1982, Group 1 |
| 14.08.1982 | | Celtic | – | Dunfermline Athletic | | 6:0 |
| |
Scottish League Cup 1981, Group 8 |
| 22.08.1981 | | Dunfermline Athletic | – | Hamilton Academical | | 2:3 |
| |
Scottish League Cup 1981, Group 8 |
| 08.08.1981 | | Hamilton Academical | – | Dunfermline Athletic | | 2:0 |
| |
Scottish League Cup 1980, Second Round |
| 30.08.1980 | | Dunfermline Athletic | – | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1979, First Round |
| 22.08.1979 | | Dunfermline Athletic | – | Stranraer | | 2:4 aet |
| |
Scottish League Cup 1978/79, Second Round |
| 02.09.1978 | | Dunfermline Athletic | – | Airdrieonians | | 0:5 |
| |
Scottish League Cup 1978/79, Second Round |
| 30.08.1978 | | Airdrieonians | – | Dunfermline Athletic | | 3:0 |
| |
Scottish League Cup 1977/78, Quarterfinal |
| 16.11.1977 | | Dunfermline Athletic | – | Rangers | | 1:3 |
| |
Scottish League Cup 1977/78, Quarterfinal |
| 09.11.1977 | | Rangers | – | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1976, Group 8 |
| 28.08.1976 | | Clydebank | – | Dunfermline Athletic | | 2:0 |
| |
Scottish League Cup 1976, Group 8 |
| 25.08.1976 | | Alloa Athletic | – | Dunfermline Athletic | | 4:0 |
| |
Scottish League Cup 1976, Group 8 |
| 21.08.1976 | | Dunfermline Athletic | – | Clydebank | | 0:1 |
| |
Scottish League Cup 1976, Group 8 |
| 14.08.1976 | | Queen of the South | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1975, Group 2 |
| 23.08.1975 | | Dunfermline Athletic | – | Hibernian | | 0:4 |
| |
Scottish League Cup 1975, Group 2 |
| 16.08.1975 | | Hibernian | – | Dunfermline Athletic | | 3:0 |
| |
Scottish League Cup 1975, Group 2 |
| 13.08.1975 | | Dundee | – | Dunfermline Athletic | | 4:0 |
| |
Scottish League Cup 1974, Group 3 |
| 24.08.1974 | | Aberdeen | – | Dunfermline Athletic | | 3:0 |
| |
Scottish League Cup 1973, Second Round |
| 12.09.1973 | | Dunfermline Athletic | – | Dundee | | 2:3 |
| |
Scottish League Cup 1973, Group 8 |
| 25.08.1973 | | St. Mirren | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1973, Group 8 |
| 11.08.1973 | | Stenhousemuir | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1972, Group 4 |
| 26.08.1972 | | Dunfermline Athletic | – | Dundee United | | 0:1 |
| |
Scottish League Cup 1972, Group 4 |
| 23.08.1972 | | Stenhousemuir | – | Dunfermline Athletic | | 5:2 |
| |
Scottish League Cup 1972, Group 4 |
| 19.08.1972 | | Kilmarnock | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1972, Group 4 |
| 12.08.1972 | | Dundee United | – | Dunfermline Athletic | | 2:0 |
| |
Scottish League Cup 1971, Group 3 |
| 01.09.1971 | | Hearts | – | Dunfermline Athletic | | 4:0 |
| |
Scottish League Cup 1971, Group 3 |
| 28.08.1971 | | Airdrieonians | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1971, Group 3 |
| 25.08.1971 | | Dunfermline Athletic | – | St. Johnstone | | 0:2 |
| |
Scottish League Cup 1970, Group 2 |
| 22.08.1970 | | Dunfermline Athletic | – | Rangers | | 0:6 |
| |
Scottish League Cup 1970, Group 2 |
| 19.08.1970 | | Morton | – | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1970, Group 2 |
| 15.08.1970 | | Motherwell | – | Dunfermline Athletic | | 3:0 |
| |
Scottish League Cup 1970, Group 2 |
| 12.08.1970 | | Dunfermline Athletic | – | Morton | | 0:2 |
| |
Scottish League Cup 1970, Group 2 |
| 08.08.1970 | | Rangers | – | Dunfermline Athletic | | 4:1 |
| |
Scottish League Cup 1969, Group 2 |
| 23.08.1969 | | Dunfermline Athletic | – | Aberdeen | | 0:1 |
| |
Scottish League Cup 1969, Group 2 |
| 20.08.1969 | | Hibernian | – | Dunfermline Athletic | | 2:0 |
| |
Scottish League Cup 1968/69, Group 3 |
| 31.08.1968 | | Clyde | – | Dunfermline Athletic | | 3:0 |
| |
Scottish League Cup 1968/69, Group 3 |
| 28.08.1968 | | Dunfermline Athletic | – | Aberdeen | | 1:2 |
| |
Scottish League Cup 1968/69, Group 3 |
| 24.08.1968 | | Dundee United | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1968/69, Group 3 |
| 14.08.1968 | | Aberdeen | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1967, Group 1 |
| 30.08.1967 | | Partick Thistle | – | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1967, Group 1 |
| 26.08.1967 | | Dunfermline Athletic | – | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1966, Quarterfinal |
| 21.09.1966 | | Dunfermline Athletic | – | Celtic | | 1:3 |
| |
Scottish League Cup 1966, Quarterfinal |
| 14.09.1966 | | Celtic | – | Dunfermline Athletic | | 6:3 |
| |
Scottish League Cup 1966, Group 3 |
| 27.08.1966 | | Motherwell | – | Dunfermline Athletic | | 4:3 |
| |
Scottish League Cup 1965, Group 3 |
| 01.09.1965 | | St. Johnstone | – | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1965, Group 3 |
| 21.08.1965 | | Dunfermline Athletic | – | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1964, Quarterfinal |
| 14.09.1964 | | Dunfermline Athletic | – | Rangers | | 0:3 |
| |
Scottish League Cup 1963, Group 3 |
| 31.08.1963 | | Dunfermline Athletic | – | Dundee | | 3:4 |
| |
Scottish League Cup 1963, Group 3 |
| 17.08.1963 | | Dundee | – | Dunfermline Athletic | | 4:1 |
| |
Scottish League Cup 1963, Group 3 |
| 14.08.1963 | | Dunfermline Athletic | – | Third Lanark | | 2:3 |
| |
Scottish League Cup 1962, Group 1 |
| 29.08.1962 | | Kilmarnock | – | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1961, Group 2 |
| 12.08.1961 | | Dunfermline Athletic | – | Aberdeen | | 1:2 |
| |
Scottish League Cup 1960, Group 3 |
| 27.08.1960 | | Airdrieonians | – | Dunfermline Athletic | | 4:2 |
| |
Scottish League Cup 1960, Group 3 |
| 20.08.1960 | | Kilmarnock | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1960, Group 3 |
| 17.08.1960 | | Hibernian | – | Dunfermline Athletic | | 3:0 |
| |
Scottish League Cup 1959, Group 2 |
| 29.08.1959 | | Dunfermline Athletic | – | Third Lanark | | 2:3 |
| |
Scottish League Cup 1959, Group 2 |
| 22.08.1959 | | Dunfermline Athletic | – | Clyde | | 1:4 |
| |
Scottish League Cup 1959, Group 2 |
| 15.08.1959 | | Third Lanark | – | Dunfermline Athletic | | 6:1 |
| |
Scottish League Cup 1958, Quarterfinal |
| 10.09.1958 | | Kilmarnock | – | Dunfermline Athletic | | 4:1 |
| |
Scottish League Cup 1957, Group 6 |
| 17.08.1957 | | Brechin City | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1957, Group 6 |
| 14.08.1957 | | Ayr United | – | Dunfermline Athletic | | 4:1 |
| |
Scottish League Cup 1956, Quarterfinal |
| 12.09.1956 | | Celtic | – | Dunfermline Athletic | | 6:0 |
| |
Scottish League Cup 1956, Group 3 |
| 18.08.1956 | | St. Mirren | – | Dunfermline Athletic | | 2:0 |
| |
Scottish League Cup 1955, Group 3 |
| 03.09.1955 | | Dunfermline Athletic | – | Hibernian | | 1:3 |
| |
Scottish League Cup 1955, Group 3 |
| 27.08.1955 | | Clyde | – | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1955, Group 3 |
| 20.08.1955 | | Hibernian | – | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1955, Group 3 |
| 17.08.1955 | | Aberdeen | – | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1954, Group 6 |
| 04.09.1954 | | Ayr United | – | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1954, Group 6 |
| 01.09.1954 | | Dundee United | – | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1953, Quarterfinal |
| 16.09.1953 | | Dunfermline Athletic | – | East Fife | | 2:3 |
| |
Scottish League Cup 1953, Quarterfinal |
| 12.09.1953 | | East Fife | – | Dunfermline Athletic | | 6:2 |
| |
Scottish League Cup 1953, Group 8 |
| 22.08.1953 | | Arbroath | – | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1953, Group 8 |
| 15.08.1953 | | Forfar Athletic | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1952, Group 5 |
| 27.08.1952 | | Kilmarnock | – | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1952, Group 5 |
| 13.08.1952 | | Dunfermline Athletic | – | Kilmarnock | | 3:4 |
| |
Scottish League Cup 1951, Quarterfinal |
| 19.09.1951 | | Rangers | – | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1951, Group 6 |
| 18.08.1951 | | Queen's Park | – | Dunfermline Athletic | | 2:0 |
| |
Scottish League Cup 1950, Group 5 |
| 02.09.1950 | | Dunfermline Athletic | – | Ayr United | | 2:5 |
| |
Scottish League Cup 1950, Group 5 |
| 19.08.1950 | | Ayr United | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1950, Group 5 |
| 12.08.1950 | | Kilmarnock | – | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1949, Final |
| 29.10.1949 | | East Fife | – | Dunfermline Athletic | | 3:0 |
| Glasgow |
Scottish League Cup 1949, Group 8 |
| 17.08.1949 | | Dunfermline Athletic | – | St. Johnstone | | 1:2 |
| |
Scottish League Cup 1948, Group 5 |
| 02.10.1948 | | Stirling Albion | – | Dunfermline Athletic | | 4:3 |
| |
Scottish League Cup 1948, Group 5 |
| 25.09.1948 | | Raith Rovers | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1947, Group 5 |
| 06.09.1947 | | Dunfermline Athletic | – | Hamilton Academical | | 1:3 |
| |
Scottish League Cup 1947, Group 5 |
| 30.08.1947 | | Raith Rovers | – | Dunfermline Athletic | | 6:1 |
| |
Scottish League Cup 1947, Group 5 |
| 16.08.1947 | | Hamilton Academical | – | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1947, Group 5 |
| 09.08.1947 | | Dunfermline Athletic | – | Raith Rovers | | 0:2 |
| |
Scottish League Cup 1946/47, Section 5 |
| 26.10.1946 | | Alloa Athletic | – | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1946/47, Section 5 |
| 12.10.1946 | | East Fife | – | Dunfermline Athletic | | 7:0 |
| |
Scottish League Cup 1946/47, Section 5 |
| 28.09.1946 | | St. Johnstone | – | Dunfermline Athletic | | 6:2 |
| |
Scottish League Cup 1946/47, Section 5 |
| 21.09.1946 | | Dunfermline Athletic | – | East Fife | | 0:2 |
| |
