Scottish League Cup 2023/24, Group G |
 | 18.07.2023 |  | East Fife | – | Elgin City | | 3:1 (2:0) |
| Methil |
Scottish League Cup 2022/23, Group C |
| 19.07.2022 | | East Fife | – | Buckie Thistle | | 3:2 (0:2) |
| Methil |
Scottish League Cup 2020/21, Group A |
| 06.10.2020 | | East Fife | – | Cowdenbeath | | 2:0 (0:0) |
| Methil |
Scottish League Cup 2019/20, Group A |
| 23.07.2019 | | Dundee United | – | East Fife | | 0:2 (0:1) |
| Dundee |
Scottish League Cup 2019/20, Group A |
| 20.07.2019 | | East Fife | – | Stenhousemuir | | 2:0 (0:0) |
| Methil |
Scottish League Cup 2017/18, Group B |
| 25.07.2017 | | East Fife | – | Elgin City | | 3:2 (0:0) |
| Methil |
Scottish League Cup 2016/17, First Round, Group A |
| 23.07.2016 | | East Fife | – | Peterhead | | 2:1 (1:1) |
| Methil |
Scottish League Cup 2016/17, First Round, Group A |
| 19.07.2016 | | Dumbarton | – | East Fife | | 0:2 (0:2) |
| Dumbarton |
Scottish League Cup 2011/12, Second Round |
| 23.08.2011 | | East Fife | – | Dunfermline Athletic | | 2:1 (1:1) |
| Methil |
Scottish League Cup 2011/12, First Round |
| 30.07.2011 | | East Fife | – | Elgin City | | 2:1 |
| Methil |
Scottish League Cup 2007/08, Second Round |
| 28.08.2007 | | St. Mirren | – | East Fife | | 0:1 (0:0) |
| Paisley |
Scottish League Cup 2007/08, First Round |
| 08.08.2007 | | East Fife | – | Queen of the South | | 1:0 (0:0) |
| Methil |
Scottish League Cup 2002/03, First Round |
| 07.09.2002 | | Gretna | – | East Fife | | 1:2 (0:2) |
| |
Scottish League Cup 2001/02, First Round |
| 11.09.2001 | | East Fife | – | Arbroath | | 1:0 |
| |
Scottish League Cup 1998, First Round |
| 01.08.1998 | | East Fife | – | Partick Thistle | | 3:2 |
| |
Scottish League Cup 1995, First Round |
| 05.08.1995 | | Brechin City | – | East Fife | | 2:3 |
| |
Scottish League Cup 1994, First Round |
| 09.08.1994 | | East Fife | – | Forfar Athletic | | 1:0 |
| |
Scottish League Cup 1986, Second Round |
| 20.08.1986 | | Partick Thistle | – | East Fife | | 0:1 |
| |
Scottish League Cup 1983/84, First Round |
| 13.08.1983 | | Arbroath | – | East Fife | | 0:1 |
| |
Scottish League Cup 1981, Group 9 |
| 22.08.1981 | | Stenhousemuir | – | East Fife | | 2:3 |
| |
Scottish League Cup 1981, Group 9 |
| 08.08.1981 | | Stranraer | – | East Fife | | 1:3 |
| |
Scottish League Cup 1976, Group 6 |
| 21.08.1976 | | Falkirk | – | East Fife | | 1:2 |
| |
Scottish League Cup 1976, Group 6 |
| 14.08.1976 | | East Fife | – | Stranraer | | 3:0 |
| |
Scottish League Cup 1975, Group 6 |
| 27.08.1975 | | East Fife | – | St. Mirren | | 2:0 |
| |
Scottish League Cup 1975, Group 6 |
| 20.08.1975 | | Raith Rovers | – | East Fife | | 0:2 |
| |
Scottish League Cup 1974, Group 8 |
| 28.08.1974 | | East Fife | – | Alloa Athletic | | 5:1 |
| |
Scottish League Cup 1974, Group 8 |
| 17.08.1974 | | East Fife | – | Cowdenbeath | | 2:1 |
| |
Scottish League Cup 1974, Group 8 |
| 10.08.1974 | | Alloa Athletic | – | East Fife | | 1:2 |
| |
Scottish League Cup 1973, Group 4 |
| 22.08.1973 | | East Fife | – | Motherwell | | 3:0 |
| |
Scottish League Cup 1972, Second Round |
| 20.09.1972 | | East Fife | – | Partick Thistle | | 1:0 |
| |
Scottish League Cup 1972, Group 8 |
| 30.08.1972 | | Stirling Albion | – | East Fife | | 0:2 |
| |
Scottish League Cup 1972, Group 8 |
| 12.08.1972 | | East Fife | – | Arbroath | | 2:1 |
| |
Scottish League Cup 1970, Group 5 |
| 26.08.1970 | | Partick Thistle | – | East Fife | | 1:3 |
| |
Scottish League Cup 1970, Group 5 |
| 22.08.1970 | | East Fife | – | Queen of the South | | 2:1 |
| |
Scottish League Cup 1969, Group 5 |
| 27.08.1969 | | Montrose | – | East Fife | | 1:3 |
| |
Scottish League Cup 1969, Group 5 |
| 16.08.1969 | | East Fife | – | Montrose | | 4:1 |
| |
Scottish League Cup 1968/69, Group 6 |
| 31.08.1968 | | Berwick Rangers | – | East Fife | | 1:4 |
| |
Scottish League Cup 1968/69, Group 6 |
| 24.08.1968 | | Clydebank | – | East Fife | | 1:3 |
| |
Scottish League Cup 1968/69, Group 6 |
| 17.08.1968 | | East Fife | – | Berwick Rangers | | 1:0 |
| |
Scottish League Cup 1968/69, Group 6 |
| 10.08.1968 | | East Fife | – | Clydebank | | 2:0 |
| |
Scottish League Cup 1967, Group 8 |
| 02.09.1967 | | East Fife | – | Arbroath | | 3:0 |
| |
Scottish League Cup 1967, Group 8 |
| 30.08.1967 | | Alloa Athletic | – | East Fife | | 0:2 |
| |
Scottish League Cup 1967, Group 8 |
| 26.08.1967 | | East Fife | – | Albion Rovers | | 1:0 |
| |
Scottish League Cup 1967, Group 8 |
| 16.08.1967 | | East Fife | – | Alloa Athletic | | 3:1 |
| |
Scottish League Cup 1967, Group 8 |
| 12.08.1967 | | Albion Rovers | – | East Fife | | 2:4 |
| |
Scottish League Cup 1966, Group 6 |
| 03.09.1966 | | Third Lanark | – | East Fife | | 2:3 |
| |
Scottish League Cup 1965, Group 8 |
| 21.08.1965 | | East Fife | – | East Stirlingshire Clydebank | | 4:1 |
| |
Scottish League Cup 1965, Group 8 |
| 18.08.1965 | | East Fife | – | Dumbarton | | 3:2 |
| |
Scottish League Cup 1964, Quarterfinal |
| 09.09.1964 | | East Fife | – | Celtic | | 2:0 |
| |
Scottish League Cup 1964, Supplementary Round |
| 02.09.1964 | | East Fife | – | Forfar Athletic | | 4:1 |
| |
Scottish League Cup 1964, Group 5 |
| 29.08.1964 | | Montrose | – | East Fife | | 0:5 |
| |
Scottish League Cup 1964, Group 5 |
| 15.08.1964 | | East Fife | – | Montrose | | 4:2 |
| |
Scottish League Cup 1964, Group 5 |
| 12.08.1964 | | East Fife | – | Queen of the South | | 5:0 |
| |
Scottish League Cup 1964, Group 5 |
| 08.08.1964 | | Raith Rovers | – | East Fife | | 1:4 |
| |
Scottish League Cup 1963, Group 8 |
| 31.08.1963 | | East Fife | – | Dumbarton | | 4:2 |
| |
Scottish League Cup 1963, Group 8 |
| 24.08.1963 | | East Fife | – | Raith Rovers | | 3:0 |
| |
Scottish League Cup 1963, Group 8 |
| 17.08.1963 | | Dumbarton | – | East Fife | | 2:3 |
| |
Scottish League Cup 1963, Group 8 |
| 14.08.1963 | | East Fife | – | Arbroath | | 3:0 |
| |
Scottish League Cup 1962, Group 7 |
| 01.09.1962 | | East Fife | – | Queen's Park | | 5:4 |
| |
Scottish League Cup 1962, Group 7 |
| 29.08.1962 | | Montrose | – | East Fife | | 0:1 |
| |
Scottish League Cup 1962, Group 7 |
| 25.08.1962 | | East Fife | – | Queen of the South | | 1:0 |
| |
Scottish League Cup 1961, Supplementary Round |
| 06.09.1961 | | Albion Rovers | – | East Fife | | 1:2 |
| |
Scottish League Cup 1961, Supplementary Round |
| 04.09.1961 | | East Fife | – | Albion Rovers | | 4:1 |
| |
Scottish League Cup 1961, Group 7 |
| 02.09.1961 | | East Fife | – | Queen of the South | | 1:0 |
| |
Scottish League Cup 1961, Group 7 |
| 30.08.1961 | | East Fife | – | Arbroath | | 6:0 |
| |
Scottish League Cup 1961, Group 7 |
| 26.08.1961 | | Brechin City | – | East Fife | | 2:8 |
| |
Scottish League Cup 1961, Group 7 |
| 19.08.1961 | | Queen of the South | – | East Fife | | 1:3 |
| |
Scottish League Cup 1961, Group 7 |
| 16.08.1961 | | Arbroath | – | East Fife | | 1:4 |
| |
Scottish League Cup 1961, Group 7 |
| 12.08.1961 | | East Fife | – | Brechin City | | 3:1 |
| |
Scottish League Cup 1960, Group 9 |
| 03.09.1960 | | East Fife | – | Forfar Athletic | | 4:3 |
| |
Scottish League Cup 1959, Group 7 |
| 29.08.1959 | | East Fife | – | Forfar Athletic | | 4:1 |
| |
Scottish League Cup 1959, Group 7 |
| 26.08.1959 | | Queen of the South | – | East Fife | | 0:2 |
| |
Scottish League Cup 1959, Group 7 |
| 22.08.1959 | | East Fife | – | Brechin City | | 3:0 |
| |
Scottish League Cup 1959, Group 7 |
| 15.08.1959 | | Forfar Athletic | – | East Fife | | 0:3 |
| |
Scottish League Cup 1959, Group 7 |
| 12.08.1959 | | East Fife | – | Queen of the South | | 4:0 |
| |
Scottish League Cup 1958, Group 5 |
| 30.08.1958 | | East Fife | – | Stirling Albion | | 5:2 |
| |
Scottish League Cup 1958, Group 5 |
| 27.08.1958 | | East Fife | – | Brechin City | | 5:1 |
| |
Scottish League Cup 1958, Group 5 |
| 13.08.1958 | | Brechin City | – | East Fife | | 0:3 |
| |
Scottish League Cup 1956, Group 2 |
| 15.08.1956 | | East Fife | – | Aberdeen | | 2:1 |
| |
Scottish League Cup 1955, Group 2 |
| 20.08.1955 | | East Fife | – | Hearts | | 1:0 |
| |
Scottish League Cup 1955, Group 2 |
| 13.08.1955 | | Raith Rovers | – | East Fife | | 2:4 |
| |
Scottish League Cup 1954, Quarterfinal |
| 25.09.1954 | | East Fife | – | Morton | | 2:0 |
| |
Scottish League Cup 1954, Group 2 |
| 01.09.1954 | | East Fife | – | Queen of the South | | 3:0 |
| |
Scottish League Cup 1954, Group 2 |
| 28.08.1954 | | Hibernian | – | East Fife | | 1:2 |
| |
Scottish League Cup 1954, Group 2 |
| 18.08.1954 | | Queen of the South | – | East Fife | | 1:4 |
| |
Scottish League Cup 1954, Group 2 |
| 14.08.1954 | | East Fife | – | Hibernian | | 3:1 |
| |
Scottish League Cup 1953, Final |
| 24.10.1953 | | East Fife | – | Partick Thistle | | 3:2 |
| Glasgow |
Scottish League Cup 1953, Semifinal |
| 10.10.1953 | | East Fife | – | Hibernian | | 3:2 |
| |
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 2 |
| 29.08.1953 | | Aberdeen | – | East Fife | | 3:4 |
| |
Scottish League Cup 1953, Group 2 |
| 26.08.1953 | | Celtic | – | East Fife | | 0:1 |
| |
Scottish League Cup 1953, Group 2 |
| 22.08.1953 | | East Fife | – | Airdrieonians | | 5:1 |
| |
Scottish League Cup 1953, Group 2 |
| 15.08.1953 | | East Fife | – | Aberdeen | | 2:0 |
| |
Scottish League Cup 1952, Group 2 |
| 27.08.1952 | | East Fife | – | Falkirk | | 4:1 |
| |
Scottish League Cup 1952, Group 2 |
| 23.08.1952 | | Queen of the South | – | East Fife | | 2:3 |
| |
Scottish League Cup 1952, Group 2 |
| 09.08.1952 | | East Fife | – | Queen of the South | | 2:0 |
| |
Scottish League Cup 1951, Group 4 |
| 01.09.1951 | | Aberdeen | – | East Fife | | 2:3 |
| |
Scottish League Cup 1951, Group 4 |
| 29.08.1951 | | East Fife | – | Queen of the South | | 1:0 |
| |
Scottish League Cup 1951, Group 4 |
| 18.08.1951 | | East Fife | – | Aberdeen | | 3:0 |
| |
Scottish League Cup 1950, Group 1 |
| 30.08.1950 | | Raith Rovers | – | East Fife | | 1:4 |
| |
Scottish League Cup 1949, Final |
| 29.10.1949 | | East Fife | – | Dunfermline Athletic | | 3:0 |
| Glasgow |
Scottish League Cup 1949, Semifinal |
| 08.10.1949 | | East Fife | – | Rangers | | 2:1 aet |
| |
Scottish League Cup 1949, Quarterfinal |
| 21.09.1949 | | East Fife | – | Forfar Athletic | | 5:1 |
| |
Scottish League Cup 1949, Quarterfinal |
| 17.09.1949 | | Forfar Athletic | – | East Fife | | 1:3 |
| |
Scottish League Cup 1949, Group 4 |
| 03.09.1949 | | East Fife | – | Hearts | | 4:3 |
| |
Scottish League Cup 1949, Group 4 |
| 31.08.1949 | | Stirling Albion | – | East Fife | | 0:3 |
| |
Scottish League Cup 1949, Group 4 |
| 27.08.1949 | | East Fife | – | Raith Rovers | | 3:2 |
| |
Scottish League Cup 1949, Group 4 |
| 17.08.1949 | | East Fife | – | Stirling Albion | | 3:1 |
| |
Scottish League Cup 1949, Group 4 |
| 13.08.1949 | | Raith Rovers | – | East Fife | | 0:3 |
| |
Scottish League Cup 1948, Group 3 |
| 16.10.1948 | | East Fife | – | Partick Thistle | | 3:0 |
| |
Scottish League Cup 1948, Group 3 |
| 02.10.1948 | | East Fife | – | Queen of the South | | 3:1 |
| |
Scottish League Cup 1948, Group 3 |
| 25.09.1948 | | Partick Thistle | – | East Fife | | 2:5 |
| |
Scottish League Cup 1948, Group 3 |
| 18.09.1948 | | East Fife | – | Hearts | | 4:0 |
| |
Scottish League Cup 1948, Group 3 |
| 11.09.1948 | | Queen of the South | – | East Fife | | 0:4 |
| |
Scottish League Cup 1947, Final |
| 01.11.1947 | | East Fife | – | Falkirk | | 4:1 |
| Glasgow |
Scottish League Cup 1947, Semifinal |
| 11.10.1947 | | Aberdeen | – | East Fife | | 0:1 |
| |
Scottish League Cup 1947, Quarterfinal |
| 27.09.1947 | | Hearts | – | East Fife | | 3:4 |
| |
Scottish League Cup 1947, Group 8 |
| 13.09.1947 | | East Fife | – | Ayr United | | 5:0 |
| |
Scottish League Cup 1947, Group 8 |
| 30.08.1947 | | Stirling Albion | – | East Fife | | 2:5 |
| |
Scottish League Cup 1947, Group 8 |
| 23.08.1947 | | Ayr United | – | East Fife | | 2:5 |
| |
Scottish League Cup 1947, Group 8 |
| 09.08.1947 | | East Fife | – | Stirling Albion | | 3:2 |
| |
Scottish League Cup 1946/47, Quarterfinal |
| 01.03.1947 | | Hearts | – | East Fife | | 0:1 (0:0) |
| Edinburgh |
Scottish League Cup 1946/47, Section 5 |
| 26.10.1946 | | East Fife | – | St. Johnstone | | 3:0 |
| |
Scottish League Cup 1946/47, Section 5 |
| 19.10.1946 | | Alloa Athletic | – | East Fife | | 0:2 |
| |
Scottish League Cup 1946/47, Section 5 |
| 12.10.1946 | | East Fife | – | Dunfermline Athletic | | 7:0 |
| |
Scottish League Cup 1946/47, Section 5 |
| 05.10.1946 | | St. Johnstone | – | East Fife | | 0:2 |
| |
Scottish League Cup 1946/47, Section 5 |
| 28.09.1946 | | East Fife | – | Alloa Athletic | | 6:0 |
| |
Scottish League Cup 1946/47, Section 5 |
| 21.09.1946 | | Dunfermline Athletic | – | East Fife | | 0:2 |
| |
