Scottish League Cup 2023/24, Quarterfinals |
| 26.09.2023 | | Kilmarnock | | Hearts | | 1:2 (0:1) |
| Kilmarnock |
Scottish League Cup 2022/23, Semifinals |
| 14.01.2023 | | Celtic | | Kilmarnock | | 2:0 (1:0) |
| Glasgow |
Scottish League Cup 2021/22, Second round |
| 15.08.2021 | | Hibernian | | Kilmarnock | | 2:0 (0:0) |
| Edinburgh |
Scottish League Cup 2021/22, Group G |
| 10.07.2021 | | East Kilbride | | Kilmarnock | | 3:0 |
| East Kilbride |
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 |
| 06.10.2020 | | Falkirk | | Kilmarnock | | 3:0 |
| Falkirk |
Scottish League Cup 2018/19, Second round |
| 19.08.2018 | | Kilmarnock | | Rangers | | 1:3 (0:2) |
| Kilmarnock |
Scottish League Cup 2017/18, Second round |
| 08.08.2017 | | Celtic | | Kilmarnock | | 5:0 (3:0) |
| Glasgow |
Scottish League Cup 2017/18, Group E |
| 14.07.2017 | | Ayr United | | Kilmarnock | | 1:0 (1:0) |
| Ayr |
Scottish League Cup 2016/17, First Round, Group H |
| 23.07.2016 | | Kilmarnock | | Greenock Morton | | 0:2 (0:1) |
| Kilmarnock |
Scottish League Cup 2015/16, Third Round |
| 23.09.2015 | | Kilmarnock | | Hearts | | 2:3 (1:0) |
| Kilmarnock |
Scottish League Cup 2014/15, Third Round |
| 23.09.2014 | | Kilmarnock | | St. Johnstone | | 0:1 (0:0) |
| Kilmarnock |
Scottish League Cup 2013/14, Second Round |
| 27.08.2013 | | Kilmarnock | | Hamilton Academical | | 0:1 (0:1) |
| Kilmarnock |
Scottish League Cup 2012/13, Second Round |
| 28.08.2012 | | Kilmarnock | | Stenhousemuir | | 1:2 (0:2) |
| Kilmarnock |
Scottish League Cup 2010/11, Quarterfinal |
| 27.10.2010 | | Kilmarnock | | Rangers | | 0:2 (0:1) |
| Kilmarnock |
Scottish League Cup 2009/10, Third Round |
| 22.09.2009 | | Kilmarnock | | St. Mirren | | 1:2 (0:0) |
| Kilmarnock |
Scottish League Cup 2008/09, Quarterfinal |
| 29.10.2008 | | Kilmarnock | | Celtic | | 1:3 (0:2) |
| Kilmarnock |
Scottish League Cup 2007/08, Third Round |
| 25.09.2007 | | Hamilton Academical | | Kilmarnock | | 2:0 (2:0) |
| Hamilton |
Scottish League Cup 2006/07, Final |
| 18.03.2007 | | Kilmarnock | | Hibernian | | 1:5 (0:1) |
| Glasgow |
Scottish League Cup 2005/06, Third Round |
| 20.09.2005 | | Kilmarnock | | Dunfermline Athletic | | 3:4 (0:3) |
| |
Scottish League Cup 2004/05, Third Round |
| 22.09.2004 | | Hearts | | Kilmarnock | | 2:1 (1:0) |
| |
Scottish League Cup 2003/04, Second Round |
| 23.09.2003 | | Brechin City | | Kilmarnock | | 1:0 (1:0) |
| |
Scottish League Cup 2000/01, Final |
| 18.03.2001 | | Celtic | | Kilmarnock | | 3:0 (0:0) |
| Glasgow |
Scottish League Cup 1999/00, Semifinal |
| 16.02.2000 | | Celtic | | Kilmarnock | | 1:0 (0:0) |
| Glasgow |
Scottish League Cup 1998, Quarterfinal |
| 08.09.1998 | | Kilmarnock | | Airdrieonians | | 0:1 |
| |
Scottish League Cup 1997, Third Round |
| 20.08.1997 | | Stirling Albion | | Kilmarnock | | 6:2 |
| |
Scottish League Cup 1996, Second Round |
| 13.08.1996 | | Kilmarnock | | Ayr United | | 0:1 |
| |
Scottish League Cup 1995, Third Round |
| 29.08.1995 | | Dundee | | Kilmarnock | | 3:1 |
| |
Scottish League Cup 1994, Third Round |
| 31.08.1994 | | Raith Rovers | | Kilmarnock | | 3:2 |
| |
Scottish League Cup 1993, Second Round |
| 10.08.1993 | | Kilmarnock | | Morton | | 1:2 |
| |
Scottish League Cup 1992, Quarterfinal |
| 25.08.1992 | | Kilmarnock | | St. Johnstone | | 1:3 |
| Kilmarnock |
Scottish League Cup 1991, Third Round |
| 28.08.1991 | | Kilmarnock | | Hibernian | | 2:3 |
| |
Scottish League Cup 1990, Third Round |
| 28.08.1990 | | Rangers | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1989, Second Round |
| 15.08.1989 | | Kilmarnock | | Motherwell | | 1:4 |
| |
Scottish League Cup 1988, Third Round |
| 23.08.1988 | | Hibernian | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1987, Second Round |
| 19.08.1987 | | Hearts | | Kilmarnock | | 6:1 |
| |
Scottish League Cup 1986, Second Round |
| 20.08.1986 | | Kilmarnock | | Ayr United | | 1:2 |
| |
Scottish League Cup 1985, Second Round |
| 20.08.1985 | | St. Mirren | | Kilmarnock | | 3:1 |
| |
Scottish League Cup 1983/84, Group 4 |
| 30.11.1983 | | Kilmarnock | | Celtic | | 0:1 |
| |
Scottish League Cup 1983/84, Group 4 |
| 31.08.1983 | | Hibernian | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1983/84, Second Round |
| 24.08.1983 | | Queen's Park | | Kilmarnock | | 3:2 |
| |
Scottish League Cup 1982, Quarterfinal |
| 06.10.1982 | | Rangers | | Kilmarnock | | 6:0 |
| |
Scottish League Cup 1982, Quarterfinal |
| 22.09.1982 | | Kilmarnock | | Rangers | | 1:6 |
| |
Scottish League Cup 1982, Supplementary Round |
| 08.09.1982 | | Cowdenbeath | | Kilmarnock | | 1:0 aet, pen. 3:4 |
| |
Scottish League Cup 1982, Group 8 |
| 28.08.1982 | | Berwick Rangers | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1981, Group 3 |
| 22.08.1981 | | Kilmarnock | | Aberdeen | | 0:3 |
| |
Scottish League Cup 1981, Group 3 |
| 08.08.1981 | | Aberdeen | | Kilmarnock | | 3:0 |
| |
Scottish League Cup 1979, Quarterfinal |
| 31.10.1979 | | Morton | | Kilmarnock | | 3:2 |
| |
Scottish League Cup 1978/79, Third Round |
| 11.10.1978 | | Morton | | Kilmarnock | | 5:2 |
| |
Scottish League Cup 1977/78, Second Round |
| 03.09.1977 | | St. Mirren | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1976, Group 2 |
| 28.08.1976 | | St. Mirren | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1976, Group 2 |
| 25.08.1976 | | Ayr United | | Kilmarnock | | 3:1 |
| |
Scottish League Cup 1976, Group 2 |
| 14.08.1976 | | Aberdeen | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1975, Group 4 |
| 27.08.1975 | | Partick Thistle | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1975, Group 4 |
| 16.08.1975 | | Dundee United | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1975, Group 4 |
| 13.08.1975 | | St. Johnstone | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1975, Group 4 |
| 09.08.1975 | | Kilmarnock | | Partick Thistle | | 1:3 |
| |
Scottish League Cup 1974, Quarterfinal |
| 25.09.1974 | | Hibernian | | Kilmarnock | | 4:1 |
| |
Scottish League Cup 1973, Semifinal |
| 03.12.1973 | | Dundee | | Kilmarnock | | 1:0 |
| Glasgow |
Scottish League Cup 1973, Quarterfinal |
| 30.10.1973 | | Albion Rovers | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1973, Second Round |
| 12.09.1973 | | St. Johnstone | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1973, Group 5 |
| 11.08.1973 | | East Stirlingshire | | Kilmarnock | | 3:2 |
| |
Scottish League Cup 1972, Group 4 |
| 30.08.1972 | | Dunfermline Athletic | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1972, Group 4 |
| 23.08.1972 | | Dundee United | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1972, Group 4 |
| 16.08.1972 | | Kilmarnock | | Dundee United | | 2:3 |
| |
Scottish League Cup 1971, Group 1 |
| 25.08.1971 | | Motherwell | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1971, Group 1 |
| 21.08.1971 | | Hibernian | | Kilmarnock | | 3:1 |
| |
Scottish League Cup 1971, Group 1 |
| 14.08.1971 | | Dundee United | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1970, Group 3 |
| 15.08.1970 | | Dundee | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1969, Group 3 |
| 20.08.1969 | | St. Johnstone | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1969, Group 3 |
| 13.08.1969 | | Kilmarnock | | St. Johnstone | | 2:3 |
| |
Scottish League Cup 1968/69, Group 2 |
| 28.08.1968 | | Airdrieonians | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1968/69, Group 2 |
| 14.08.1968 | | Kilmarnock | | Airdrieonians | | 0:3 |
| |
Scottish League Cup 1968/69, Group 2 |
| 10.08.1968 | | Dundee | | Kilmarnock | | 4:0 |
| |
Scottish League Cup 1967, Quarterfinal |
| 27.09.1967 | | Kilmarnock | | Morton | | 1:2 |
| |
Scottish League Cup 1967, Quarterfinal |
| 13.09.1967 | | Morton | | Kilmarnock | | 3:2 |
| |
Scottish League Cup 1967, Group 1 |
| 02.09.1967 | | Partick Thistle | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1966, Group 2 |
| 03.09.1966 | | Kilmarnock | | Rangers | | 0:1 |
| |
Scottish League Cup 1966, Group 2 |
| 17.08.1966 | | Hibernian | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1965, Semifinal |
| 06.10.1965 | | Rangers | | Kilmarnock | | 6:4 |
| |
Scottish League Cup 1965, Group 3 |
| 04.09.1965 | | Kilmarnock | | Dunfermline Athletic | | 0:1 |
| |
Scottish League Cup 1964, Group 3 |
| 15.08.1964 | | Celtic | | Kilmarnock | | 4:1 |
| |
Scottish League Cup 1963, Group 4 |
| 28.08.1963 | | Celtic | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1963, Group 4 |
| 17.08.1963 | | Kilmarnock | | Rangers | | 1:4 |
| |
Scottish League Cup 1962, Final |
| 27.10.1962 | | Kilmarnock | | Hearts | | 0:1 (0:1) |
| Glasgow |
Scottish League Cup 1961, Group 4 |
| 30.08.1961 | | Hearts | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1961, Group 4 |
| 16.08.1961 | | Kilmarnock | | Hearts | | 1:2 |
| |
Scottish League Cup 1961, Group 4 |
| 12.08.1961 | | St. Mirren | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1960, Final |
| 29.10.1960 | | Rangers | | Kilmarnock | | 2:0 |
| Glasgow |
Scottish League Cup 1960, Group 3 |
| 03.09.1960 | | Dunfermline Athletic | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1959, Group 3 |
| 22.08.1959 | | Hearts | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1959, Group 3 |
| 15.08.1959 | | Kilmarnock | | Aberdeen | | 2:3 |
| |
Scottish League Cup 1959, Group 3 |
| 08.08.1959 | | Kilmarnock | | Hearts | | 0:4 |
| |
Scottish League Cup 1958, Semifinal |
| 01.10.1958 | | Hearts | | Kilmarnock | | 3:0 |
| |
Scottish League Cup 1958, Group 4 |
| 27.08.1958 | | Kilmarnock | | Falkirk | | 1:2 |
| |
Scottish League Cup 1958, Group 4 |
| 09.08.1958 | | Kilmarnock | | Aberdeen | | 1:2 |
| |
Scottish League Cup 1957, Quarterfinal |
| 14.09.1957 | | Rangers | | Kilmarnock | | 3:1 |
| |
Scottish League Cup 1956, Group 3 |
| 29.08.1956 | | Kilmarnock | | St. Mirren | | 1:4 |
| |
Scottish League Cup 1956, Group 3 |
| 25.08.1956 | | Dunfermline Athletic | | Kilmarnock | | 5:1 |
| |
Scottish League Cup 1956, Group 3 |
| 18.08.1956 | | Kilmarnock | | Queen of the South | | 2:3 |
| |
Scottish League Cup 1955, Group 1 |
| 27.08.1955 | | St. Mirren | | Kilmarnock | | 3:0 |
| |
Scottish League Cup 1954, Group 1 |
| 04.09.1954 | | St. Mirren | | Kilmarnock | | 3:2 |
| |
Scottish League Cup 1954, Group 1 |
| 01.09.1954 | | Kilmarnock | | Motherwell | | 0:1 |
| |
Scottish League Cup 1954, Group 1 |
| 18.08.1954 | | Motherwell | | Kilmarnock | | 4:0 |
| |
Scottish League Cup 1953, Quarterfinal |
| 16.09.1953 | | Partick Thistle | | Kilmarnock | | 4:0 |
| |
Scottish League Cup 1953, Group 7 |
| 08.08.1953 | | Motherwell | | Kilmarnock | | 3:0 |
| |
Scottish League Cup 1952, Final |
| 25.10.1952 | | Dundee | | Kilmarnock | | 2:0 |
| Glasgow |
Scottish League Cup 1952, Group 5 |
| 16.08.1952 | | Arbroath | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1951, Group 8 |
| 18.08.1951 | | Dumbarton | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1951, Group 8 |
| 15.08.1951 | | Forfar Athletic | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1950, Group 5 |
| 30.08.1950 | | Kilmarnock | | Ayr United | | 0:1 |
| |
Scottish League Cup 1950, Group 5 |
| 26.08.1950 | | Dunfermline Athletic | | Kilmarnock | | 5:4 |
| |
Scottish League Cup 1950, Group 5 |
| 19.08.1950 | | Dumbarton | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1949, Group 8 |
| 03.09.1949 | | Kilmarnock | | Dunfermline Athletic | | 2:4 |
| |
Scottish League Cup 1949, Group 8 |
| 31.08.1949 | | Queen's Park | | Kilmarnock | | 3:1 |
| |
Scottish League Cup 1949, Group 8 |
| 20.08.1949 | | Dunfermline Athletic | | Kilmarnock | | 5:1 |
| |
Scottish League Cup 1949, Group 8 |
| 13.08.1949 | | St. Johnstone | | Kilmarnock | | 3:2 |
| |
Scottish League Cup 1948, Group 6 |
| 16.10.1948 | | Alloa Athletic | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1948, Group 6 |
| 11.09.1948 | | East Stirlingshire | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1947, Group 8 |
| 30.08.1947 | | Kilmarnock | | Ayr United | | 1:2 |
| |
Scottish League Cup 1947, Group 8 |
| 23.08.1947 | | Stirling Albion | | Kilmarnock | | 5:3 |
| |
Scottish League Cup 1946/47, Section 1 |
| 26.10.1946 | | Kilmarnock | | Clyde | | 1:2 |
| |
Scottish League Cup 1946/47, Section 1 |
| 05.10.1946 | | Clyde | | Kilmarnock | | 3:2 |
| |
Scottish League Cup 1946/47, Section 1 |
| 28.09.1946 | | Hearts | | Kilmarnock | | 3:1 (1:1) |
| Edinburgh |