Scottish League Cup 2023/24, Group F |
 | 25.07.2023 |  | Albion Rovers | – | Dunfermline Athletic | | 0:3 (0:1) |
| Coatbridge |
Scottish League Cup 2023/24, Group F |
| 18.07.2023 | | Dunfermline Athletic | – | Annan Athletic | | 4:0 (2:0) |
| Dunfermline |
Scottish League Cup 2022/23, Group C |
| 12.07.2022 | | Dunfermline Athletic | – | Buckie Thistle | | 5:0 (1:0) |
| Dunfermline |
Scottish League Cup 2022/23, Group C |
| 09.07.2022 | | East Fife | – | Dunfermline Athletic | | 0:2 (0:0) |
| Methil |
Scottish League Cup 2021/22, Group H |
| 24.07.2021 | | Dunfermline Athletic | – | Stenhousemuir | | 4:1 (3:0) |
| Dunfermline |
Scottish League Cup 2021/22, Group H |
| 17.07.2021 | | Dunfermline Athletic | – | Dumbarton | | 5:1 (3:0) |
| Dunfermline |
Scottish League Cup 2021/22, Group H |
| 10.07.2021 | | Partick Thistle | – | Dunfermline Athletic | | 2:4 (1:3) |
| Glasgow |
Scottish League Cup 2020/21, Second round |
| 28.11.2020 | | Arbroath | – | Dunfermline Athletic | | 1:3 (0:2) |
| Arbroath |
Scottish League Cup 2020/21, Group E |
| 14.11.2020 | | Dunfermline Athletic | – | Clyde | | 3:2 (0:1) |
| Dunfermline |
Scottish League Cup 2020/21, Group E |
| 13.10.2020 | | Kilmarnock | – | Dunfermline Athletic | | 0:3 (0:0) |
| Kilmarnock |
Scottish League Cup 2020/21, Group E |
| 09.10.2020 | | Dunfermline Athletic | – | Falkirk | | 2:0 (0:0) |
| Dunfermline |
Scottish League Cup 2020/21, Group E |
| 06.10.2020 | | Dumbarton | – | Dunfermline Athletic | | 0:1 (0:1) |
| Dumbarton |
Scottish League Cup 2019/20, Group H |
| 27.07.2019 | | Dunfermline Athletic | – | East Kilbride | | 4:0 (3:0) |
| Dunfermline |
Scottish League Cup 2019/20, Group H |
| 17.07.2019 | | Dunfermline Athletic | – | Albion Rovers | | 6:0 (5:0) |
| Dunfermline |
Scottish League Cup 2019/20, Group H |
| 14.07.2019 | | St. Mirren | – | Dunfermline Athletic | | 2:3 (0:3) |
| Paisley |
Scottish League Cup 2018/19, Group D |
| 28.07.2018 | | Dunfermline Athletic | – | Stirling Albion | | 3:1 (0:1) |
| Dunfermline |
Scottish League Cup 2018/19, Group D |
| 25.07.2018 | | Brechin City | – | Dunfermline Athletic | | 1:7 (0:4) |
| Brechin |
Scottish League Cup 2018/19, Group D |
| 22.07.2018 | | Dundee | – | Dunfermline Athletic | | 0:1 (0:1) |
| Dundee |
Scottish League Cup 2018/19, Group D |
| 17.07.2018 | | Dunfermline Athletic | – | Peterhead | | 3:0 (1:0) |
| Dunfermline |
Scottish League Cup 2017/18, Group B |
| 22.07.2017 | | Dunfermline Athletic | – | Peterhead | | 5:1 (3:0) |
| Dunfermline |
Scottish League Cup 2017/18, Group B |
| 15.07.2017 | | Dunfermline Athletic | – | Elgin City | | 6:0 (4:0) |
| Dunfermline |
Scottish League Cup 2016/17, First Round, Group C |
| 23.07.2016 | | Cowdenbeath | – | Dunfermline Athletic | | 0:3 (0:0) |
| Cowdenbeath |
Scottish League Cup 2016/17, First Round, Group C |
| 19.07.2016 | | Dunfermline Athletic | – | Arbroath | | 3:0 (1:0) |
| Dunfermline |
Scottish League Cup 2015/16, Second Round |
| 25.08.2015 | | Dunfermline Athletic | – | Dundee | | 3:1 (1:0) |
| Dunfermline |
Scottish League Cup 2015/16, First Round |
| 01.08.2015 | | Dunfermline Athletic | – | Cowdenbeath | | 5:1 (0:0) |
| Dunfermline |
Scottish League Cup 2014/15, First Round |
| 02.08.2014 | | Dunfermline Athletic | – | Annan Athletic | | 5:1 (2:0) |
| Dunfermline |
Scottish League Cup 2013/14, First Round |
| 03.08.2013 | | East Stirlingshire | – | Dunfermline Athletic | | 0:2 (0:1) |
| Stenhousemuir |
Scottish League Cup 2012/13, Second Round |
| 28.08.2012 | | Dunfermline Athletic | – | Montrose | | 3:0 (2:0) |
| Dunfermline |
Scottish League Cup 2011/12, First Round |
| 30.07.2011 | | Annan Athletic | – | Dunfermline Athletic | | 1:2 |
| Annan |
Scottish League Cup 2010/11, Second Round |
| 24.08.2010 | | Dunfermline Athletic | – | Clyde | | 3:2 (1:1) |
| Dunfermline |
Scottish League Cup 2010/11, First Round |
| 31.07.2010 | | Dunfermline Athletic | – | Arbroath | | 5:2 (1:1) |
| Dunfermline |
Scottish League Cup 2009/10, Second Round |
| 26.08.2009 | | Dunfermline Athletic | – | Raith Rovers | | 3:1 (1:0) |
| Dunfermline |
Scottish League Cup 2009/10, Second Round |
| 01.08.2009 | | Dumbarton | – | Dunfermline Athletic | | 0:5 (0:3) |
| Dumbarton |
Scottish League Cup 2008/09, Third Round |
| 23.09.2008 | | Dunfermline Athletic | – | St. Mirren | | 2:0 (0:0) |
| Dunfermline |
Scottish League Cup 2008/09, Second Round |
| 26.08.2008 | | Dunfermline Athletic | – | Alloa Athletic | | 1:0 (1:0) |
| Dunfermline |
Scottish League Cup 2008/09, First Round |
| 05.08.2008 | | Peterhead | – | Dunfermline Athletic | | 0:2 (0:0) |
| Peterhead |
Scottish League Cup 2005/06, Semifinal |
| 25.01.2006 | | Dunfermline Athletic | – | Livingston | | 1:0 (1:0) |
| Edinburgh |
Scottish League Cup 2005/06, Quarterfinal |
| 08.11.2005 | | Dunfermline Athletic | – | Hibernian | | 3:0 (2:0) |
| |
Scottish League Cup 2005/06, Third Round |
| 20.09.2005 | | Kilmarnock | – | Dunfermline Athletic | | 3:4 (0:3) |
| |
Scottish League Cup 2005/06, Second Round |
| 23.08.2005 | | Albion Rovers | – | Dunfermline Athletic | | 1:3 |
| |
Scottish League Cup 2004/05, Third Round |
| 22.09.2004 | | Dunfermline Athletic | – | Partick Thistle | | 3:1 (1:1) |
| |
Scottish League Cup 2003/04, Second Round |
| 24.09.2003 | | Dunfermline Athletic | – | Cowdenbeath | | 2:0 (0:0) |
| |
Scottish League Cup 2002/03, Third Round |
| 22.10.2002 | | Dunfermline Athletic | – | Falkirk | | 2:0 (1:0) |
| Dunfermline |
Scottish League Cup 2002/03, Second Round |
| 24.09.2002 | | Cowdenbeath | – | Dunfermline Athletic | | 1:2 aet
(1:0, 1:1) |
| |
Scottish League Cup 2001/02, Second Round |
| 26.09.2001 | | Dunfermline Athletic | – | Alloa Athletic | | 3:0 |
| |
Scottish League Cup 2000/01, Third Round |
| 06.09.2000 | | Dunfermline Athletic | – | Motherwell | | 2:0 |
| |
Scottish League Cup 2000/01, Second Round |
| 22.08.2000 | | Dunfermline Athletic | – | East Stirlingshire | | 1:0 |
| |
Scottish League Cup 1999/00, Second Round |
| 18.08.1999 | | Dunfermline Athletic | – | Queen's Park | | 4:0 |
| |
Scottish League Cup 1997, Quarterfinal |
| 09.09.1997 | | Dunfermline Athletic | – | Hearts | | 1:0 |
| |
Scottish League Cup 1997, Third Round |
| 20.08.1997 | | Dunfermline Athletic | – | St. Mirren | | 2:0 |
| |
Scottish League Cup 1996, Quarterfinal |
| 17.09.1996 | | Dunfermline Athletic | – | Partick Thistle | | 2:0 (0:0) |
| Dunfermline |
Scottish League Cup 1996, Third Round |
| 04.09.1996 | | Dunfermline Athletic | – | St. Mirren | | 3:1 |
| |
Scottish League Cup 1996, Second Round |
| 14.08.1996 | | Stranraer | – | Dunfermline Athletic | | 1:2 |
| |
Scottish League Cup 1995, Second Round |
| 19.08.1995 | | Dunfermline Athletic | – | Stranraer | | 3:0 |
| |
Scottish League Cup 1994, Second Round |
| 17.08.1994 | | Dunfermline Athletic | – | Meadowbank Thistle | | 4:1 |
| |
Scottish League Cup 1993, Second Round |
| 11.08.1993 | | Dunfermline Athletic | – | East Stirlingshire | | 2:0 |
| |
Scottish League Cup 1992, Second Round |
| 12.08.1992 | | Montrose | – | Dunfermline Athletic | | 0:6 |
| |
Scottish League Cup 1991, Quarterfinal |
| 03.09.1991 | | Dunfermline Athletic | – | Dundee United | | 3:1 |
| |
Scottish League Cup 1991, Second Round |
| 20.08.1991 | | Dunfermline Athletic | – | Alloa Athletic | | 4:1 |
| |
Scottish League Cup 1990, Second Round |
| 21.08.1990 | | Dunfermline Athletic | – | Albion Rovers | | 4:0 |
| |
Scottish League Cup 1989, Quarterfinal |
| 29.08.1989 | | Hibernian | – | Dunfermline Athletic | | 1:3 aet |
| |
Scottish League Cup 1989, Third Round |
| 23.08.1989 | | Dunfermline Athletic | – | Dundee | | 1:0 |
| |
Scottish League Cup 1989, Second Round |
| 15.08.1989 | | Dunfermline Athletic | – | Raith Rovers | | 3:0 |
| |
Scottish League Cup 1988, Third Round |
| 24.08.1988 | | Dunfermline Athletic | – | Motherwell | | 2:1 |
| |
Scottish League Cup 1987, Second Round |
| 18.08.1987 | | East Stirlingshire | – | Dunfermline Athletic | | 1:3 |
| |
Scottish League Cup 1985, First Round |
| 19.08.1985 | | Dunfermline Athletic | – | Stenhousemuir | | 4:0 |
| |
Scottish League Cup 1984, First Round |
| 15.08.1984 | | Dunfermline Athletic | – | Arbroath | | 4:0 |
| |
Scottish League Cup 1982, Group 1 |
| 21.08.1982 | | Dunfermline Athletic | – | Alloa Athletic | | 2:1 |
| |
Scottish League Cup 1981, Group 8 |
| 26.08.1981 | | East Stirlingshire | – | Dunfermline Athletic | | 0:1 |
| |
Scottish League Cup 1981, Group 8 |
| 19.08.1981 | | Montrose | – | Dunfermline Athletic | | 0:1 |
| |
Scottish League Cup 1981, Group 8 |
| 15.08.1981 | | Dunfermline Athletic | – | East Stirlingshire | | 2:1 |
| |
Scottish League Cup 1981, Group 8 |
| 12.08.1981 | | Dunfermline Athletic | – | Montrose | | 2:1 |
| |
Scottish League Cup 1977/78, Third Round |
| 05.10.1977 | | Dunfermline Athletic | – | Clydebank | | 2:0 |
| |
Scottish League Cup 1977/78, Second Round |
| 03.09.1977 | | Dunfermline Athletic | – | Clyde | | 2:1 aet |
| |
Scottish League Cup 1976, Group 8 |
| 18.08.1976 | | Dunfermline Athletic | – | Alloa Athletic | | 3:0 |
| |
Scottish League Cup 1974, Group 3 |
| 21.08.1974 | | Dunfermline Athletic | – | Hearts | | 2:1 |
| |
Scottish League Cup 1974, Group 3 |
| 14.08.1974 | | Hearts | – | Dunfermline Athletic | | 2:3 |
| |
Scottish League Cup 1973, Group 8 |
| 22.08.1973 | | Berwick Rangers | – | Dunfermline Athletic | | 1:2 |
| |
Scottish League Cup 1973, Group 8 |
| 18.08.1973 | | Dunfermline Athletic | – | St. Mirren | | 5:1 |
| |
Scottish League Cup 1973, Group 8 |
| 15.08.1973 | | Dunfermline Athletic | – | Berwick Rangers | | 3:2 |
| |
Scottish League Cup 1972, Group 4 |
| 30.08.1972 | | Dunfermline Athletic | – | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1971, Group 3 |
| 21.08.1971 | | Dunfermline Athletic | – | Hearts | | 1:0 |
| |
Scottish League Cup 1971, Group 3 |
| 14.08.1971 | | Dunfermline Athletic | – | Airdrieonians | | 2:1 |
| |
Scottish League Cup 1969, Group 2 |
| 13.08.1969 | | Dunfermline Athletic | – | Hibernian | | 3:1 |
| |
Scottish League Cup 1968/69, Group 3 |
| 17.08.1968 | | Dunfermline Athletic | – | Clyde | | 2:1 |
| |
Scottish League Cup 1968/69, Group 3 |
| 10.08.1968 | | Dunfermline Athletic | – | Dundee United | | 3:2 |
| |
Scottish League Cup 1967, Group 1 |
| 02.09.1967 | | Dunfermline Athletic | – | Airdrieonians | | 2:1 |
| |
Scottish League Cup 1967, Group 1 |
| 19.08.1967 | | Airdrieonians | – | Dunfermline Athletic | | 2:3 |
| |
Scottish League Cup 1966, Group 3 |
| 03.09.1966 | | Falkirk | – | Dunfermline Athletic | | 1:2 |
| |
Scottish League Cup 1966, Group 3 |
| 31.08.1966 | | Dunfermline Athletic | – | Partick Thistle | | 3:2 |
| |
Scottish League Cup 1966, Group 3 |
| 17.08.1966 | | Partick Thistle | – | Dunfermline Athletic | | 0:3 |
| |
Scottish League Cup 1966, Group 3 |
| 13.08.1966 | | Dunfermline Athletic | – | Motherwell | | 2:1 |
| |
Scottish League Cup 1965, Group 3 |
| 04.09.1965 | | Kilmarnock | – | Dunfermline Athletic | | 0:1 |
| |
Scottish League Cup 1965, Group 3 |
| 28.08.1965 | | Dunfermline Athletic | – | Partick Thistle | | 6:2 |
| |
Scottish League Cup 1965, Group 3 |
| 18.08.1965 | | Dunfermline Athletic | – | St. Johnstone | | 5:1 |
| |
Scottish League Cup 1964, Group 2 |
| 29.08.1964 | | Third Lanark | – | Dunfermline Athletic | | 0:1 |
| |
Scottish League Cup 1964, Group 2 |
| 22.08.1964 | | Dunfermline Athletic | – | Airdrieonians | | 3:0 |
| |
Scottish League Cup 1964, Group 2 |
| 15.08.1964 | | Dunfermline Athletic | – | Third Lanark | | 3:1 |
| |
Scottish League Cup 1964, Group 2 |
| 12.08.1964 | | Dunfermline Athletic | – | Hibernian | | 2:0 |
| |
Scottish League Cup 1964, Group 2 |
| 08.08.1964 | | Airdrieonians | – | Dunfermline Athletic | | 1:4 |
| |
Scottish League Cup 1963, Group 3 |
| 28.08.1963 | | Third Lanark | – | Dunfermline Athletic | | 0:3 |
| |
Scottish League Cup 1963, Group 3 |
| 24.08.1963 | | Dunfermline Athletic | – | Airdrieonians | | 3:2 |
| |
Scottish League Cup 1963, Group 3 |
| 10.08.1963 | | Airdrieonians | – | Dunfermline Athletic | | 0:1 |
| |
Scottish League Cup 1962, Group 1 |
| 01.09.1962 | | Dunfermline Athletic | – | Airdrieonians | | 4:1 |
| |
Scottish League Cup 1962, Group 1 |
| 18.08.1962 | | Airdrieonians | – | Dunfermline Athletic | | 2:4 |
| |
Scottish League Cup 1961, Group 2 |
| 02.09.1961 | | Dunfermline Athletic | – | Motherwell | | 2:0 |
| |
Scottish League Cup 1961, Group 2 |
| 30.08.1961 | | Dunfermline Athletic | – | Dundee United | | 3:0 |
| |
Scottish League Cup 1960, Group 3 |
| 03.09.1960 | | Dunfermline Athletic | – | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1960, Group 3 |
| 31.08.1960 | | Dunfermline Athletic | – | Hibernian | | 3:1 |
| |
Scottish League Cup 1960, Group 3 |
| 13.08.1960 | | Dunfermline Athletic | – | Airdrieonians | | 5:2 |
| |
Scottish League Cup 1959, Group 2 |
| 26.08.1959 | | St. Mirren | – | Dunfermline Athletic | | 1:2 |
| |
Scottish League Cup 1959, Group 2 |
| 12.08.1959 | | Dunfermline Athletic | – | St. Mirren | | 3:0 |
| |
Scottish League Cup 1958, Group 5 |
| 30.08.1958 | | Brechin City | – | Dunfermline Athletic | | 1:2 |
| |
Scottish League Cup 1958, Group 5 |
| 27.08.1958 | | Stirling Albion | – | Dunfermline Athletic | | 1:3 |
| |
Scottish League Cup 1958, Group 5 |
| 23.08.1958 | | Dunfermline Athletic | – | East Fife | | 5:2 |
| |
Scottish League Cup 1958, Group 5 |
| 16.08.1958 | | Dunfermline Athletic | – | Brechin City | | 4:1 |
| |
Scottish League Cup 1958, Group 5 |
| 13.08.1958 | | Dunfermline Athletic | – | Stirling Albion | | 6:1 |
| |
Scottish League Cup 1958, Group 5 |
| 09.08.1958 | | East Fife | – | Dunfermline Athletic | | 1:3 |
| |
Scottish League Cup 1957, Group 6 |
| 31.08.1957 | | Dunfermline Athletic | – | Brechin City | | 3:1 |
| |
Scottish League Cup 1957, Group 6 |
| 28.08.1957 | | Dunfermline Athletic | – | Ayr United | | 3:0 |
| |
Scottish League Cup 1957, Group 6 |
| 24.08.1957 | | Cowdenbeath | – | Dunfermline Athletic | | 2:5 |
| |
Scottish League Cup 1956, Quarterfinal |
| 15.09.1956 | | Dunfermline Athletic | – | Celtic | | 3:0 |
| |
Scottish League Cup 1956, Group 3 |
| 01.09.1956 | | Dunfermline Athletic | – | St. Mirren | | 2:0 |
| |
Scottish League Cup 1956, Group 3 |
| 25.08.1956 | | Dunfermline Athletic | – | Kilmarnock | | 5:1 |
| |
Scottish League Cup 1956, Group 3 |
| 15.08.1956 | | Dunfermline Athletic | – | Queen of the South | | 2:1 |
| |
Scottish League Cup 1955, Group 3 |
| 13.08.1955 | | Dunfermline Athletic | – | Clyde | | 4:2 |
| |
Scottish League Cup 1954, Group 6 |
| 28.08.1954 | | Dunfermline Athletic | – | Brechin City | | 2:1 |
| |
Scottish League Cup 1954, Group 6 |
| 21.08.1954 | | Dunfermline Athletic | – | Ayr United | | 4:0 |
| |
Scottish League Cup 1954, Group 6 |
| 18.08.1954 | | Dunfermline Athletic | – | Dundee United | | 3:1 |
| |
Scottish League Cup 1953, Group 8 |
| 29.08.1953 | | Dunfermline Athletic | – | Forfar Athletic | | 3:0 |
| |
Scottish League Cup 1953, Group 8 |
| 26.08.1953 | | Dunfermline Athletic | – | Dumbarton | | 6:1 |
| |
Scottish League Cup 1953, Group 8 |
| 12.08.1953 | | Dumbarton | – | Dunfermline Athletic | | 1:3 |
| |
Scottish League Cup 1953, Group 8 |
| 08.08.1953 | | Dunfermline Athletic | – | Arbroath | | 2:1 |
| |
Scottish League Cup 1952, Group 5 |
| 30.08.1952 | | Dunfermline Athletic | – | Alloa Athletic | | 4:3 |
| |
Scottish League Cup 1952, Group 5 |
| 23.08.1952 | | Dunfermline Athletic | – | Arbroath | | 3:1 |
| |
Scottish League Cup 1952, Group 5 |
| 09.08.1952 | | Arbroath | – | Dunfermline Athletic | | 0:5 |
| |
Scottish League Cup 1951, Quarterfinal |
| 15.09.1951 | | Dunfermline Athletic | – | Rangers | | 1:0 |
| |
Scottish League Cup 1951, Group 6 |
| 01.09.1951 | | Dunfermline Athletic | – | Queen's Park | | 2:1 |
| |
Scottish League Cup 1951, Group 6 |
| 29.08.1951 | | Dunfermline Athletic | – | Hamilton Academical | | 3:0 |
| |
Scottish League Cup 1951, Group 6 |
| 15.08.1951 | | Hamilton Academical | – | Dunfermline Athletic | | 1:4 |
| |
Scottish League Cup 1951, Group 6 |
| 11.08.1951 | | Dunfermline Athletic | – | Alloa Athletic | | 4:1 |
| |
Scottish League Cup 1950, Group 5 |
| 26.08.1950 | | Dunfermline Athletic | – | Kilmarnock | | 5:4 |
| |
Scottish League Cup 1950, Group 5 |
| 16.08.1950 | | Dunfermline Athletic | – | Dumbarton | | 4:1 |
| |
Scottish League Cup 1949, Semifinal |
| 08.10.1949 | | Dunfermline Athletic | – | Hibernian | | 2:1 |
| |
Scottish League Cup 1949, Quarterfinal |
| 17.09.1949 | | Airdrieonians | – | Dunfermline Athletic | | 3:4 |
| |
Scottish League Cup 1949, Group 8 |
| 03.09.1949 | | Kilmarnock | – | Dunfermline Athletic | | 2:4 |
| |
Scottish League Cup 1949, Group 8 |
| 31.08.1949 | | St. Johnstone | – | Dunfermline Athletic | | 2:3 |
| |
Scottish League Cup 1949, Group 8 |
| 27.08.1949 | | Dunfermline Athletic | – | Queen's Park | | 3:0 |
| |
Scottish League Cup 1949, Group 8 |
| 20.08.1949 | | Dunfermline Athletic | – | Kilmarnock | | 5:1 |
| |
Scottish League Cup 1949, Group 8 |
| 13.08.1949 | | Queen's Park | – | Dunfermline Athletic | | 0:1 |
| |
Scottish League Cup 1948, Group 5 |
| 16.10.1948 | | Dunfermline Athletic | – | Raith Rovers | | 1:0 |
| |
Scottish League Cup 1948, Group 5 |
| 09.10.1948 | | Dunfermline Athletic | – | Cowdenbeath | | 3:2 |
| |
Scottish League Cup 1948, Group 5 |
| 18.09.1948 | | Cowdenbeath | – | Dunfermline Athletic | | 0:2 |
| |
Scottish League Cup 1947, Group 5 |
| 23.08.1947 | | Dunfermline Athletic | – | Alloa Athletic | | 1:0 |
| |
Scottish League Cup 1946/47, Section 5 |
| 19.10.1946 | | Dunfermline Athletic | – | St. Johnstone | | 3:2 |
| |
Scottish League Cup 1946/47, Section 5 |
| 05.10.1946 | | Dunfermline Athletic | – | Alloa Athletic | | 3:1 |
| |
