Scottish League Cup 2023/24, Second Round |
| 20.08.2023 | | Kilmarnock | | Celtic | | 1:0 (0:0) |
| Kilmarnock |
Scottish League Cup 2023/24, Group F |
| 29.07.2023 | | Albion Rovers | | Kilmarnock | | 1:2 (0:2) |
| Coatbridge |
Scottish League Cup 2023/24, Group F |
| 22.07.2023 | | Dunfermline Athletic | | Kilmarnock | | 0:2 (0:1) |
| Dunfermline |
Scottish League Cup 2023/24, Group F |
| 15.07.2023 | | Kilmarnock | | Annan Athletic | | 3:0 (2:0) |
| Kilmarnock |
Scottish League Cup 2022/23, Quarterfinals |
| 18.10.2022 | | Kilmarnock | | Dundee United | | 2:1 (1:1) |
| Kilmarnock |
Scottish League Cup 2022/23, Second Round |
| 31.08.2022 | | Hearts | | Kilmarnock | | 0:1 (0:1) |
| Edinburgh |
Scottish League Cup 2022/23, Group B |
| 23.07.2022 | | Kilmarnock | | Stenhousemuir | | 4:1 (2:1) |
| Kilmarnock |
Scottish League Cup 2022/23, Group B |
| 16.07.2022 | | Montrose | | Kilmarnock | | 0:3 (0:1) |
| Montrose |
Scottish League Cup 2022/23, Group B |
| 09.07.2022 | | Fraserburgh | | Kilmarnock | | 1:3 (0:2) |
| Fraserburgh |
Scottish League Cup 2021/22, Group G |
| 24.07.2021 | | Kilmarnock | | Stranraer | | 2:1 (1:0) |
| Kilmarnock |
Scottish League Cup 2021/22, Group G |
| 17.07.2021 | | Clyde | | Kilmarnock | | 1:2 (0:2) |
| Cumbernauld |
Scottish League Cup 2020/21, Group E |
| 14.11.2020 | | Kilmarnock | | Dumbarton | | 2:0 (2:0) |
| Kilmarnock |
Scottish League Cup 2020/21, Group E |
| 10.11.2020 | | Clyde | | Kilmarnock | | 0:2 (0:1) |
| Cumbernauld |
Scottish League Cup 2019/20, Second round |
| 17.08.2019 | | Kilmarnock | | Hamilton Academical | | 1:0 aet (0:0, 0:0) |
| Kilmarnock |
Scottish League Cup 2018/19, Group H |
| 28.07.2018 | | Kilmarnock | | Queen's Park | | 2:0 (0:0) |
| Kilmarnock |
Scottish League Cup 2018/19, Group H |
| 24.07.2018 | | Spartans | | Kilmarnock | | 0:3 (0:0) |
| Edinburgh |
Scottish League Cup 2018/19, Group H |
| 21.07.2018 | | Dumbarton | | Kilmarnock | | 2:4 (1:0) |
| Dumbarton |
Scottish League Cup 2017/18, Group E |
| 29.07.2017 | | Kilmarnock | | Dumbarton | | 3:0 (0:0) |
| Kilmarnock |
Scottish League Cup 2017/18, Group E |
| 22.07.2017 | | Annan Athletic | | Kilmarnock | | 0:2 (0:1) |
| Annan |
Scottish League Cup 2017/18, Group E |
| 18.07.2017 | | Kilmarnock | | Clyde | | 4:2 (1:2) |
| Kilmarnock |
Scottish League Cup 2016/17, First Round, Group H |
| 26.07.2016 | | Berwick Rangers | | Kilmarnock | | 2:3 (1:0) |
| Berwick-upon-Tweed |
Scottish League Cup 2016/17, First Round, Group H |
| 16.07.2016 | | Clyde | | Kilmarnock | | 1:2 (0:0) |
| Cumbernauld |
Scottish League Cup 2015/16, Second Round |
| 25.08.2015 | | Kilmarnock | | Berwick Rangers | | 4:1 (1:0) |
| Kilmarnock |
Scottish League Cup 2014/15, Second Round |
| 26.08.2014 | | Kilmarnock | | Ayr United | | 1:0 (0:0) |
| Kilmarnock |
Scottish League Cup 2011/12, Final |
| 18.03.2012 | | Celtic | | Kilmarnock | | 0:1 (0:0) |
| Glasgow |
Scottish League Cup 2011/12, Semifinal |
| 28.01.2012 | | Ayr United | | Kilmarnock | | 0:1 aet (0:0) |
| Glasgow |
Scottish League Cup 2011/12, Quarterfinal |
| 25.10.2011 | | Kilmarnock | | East Fife | | 2:0 (0:0) |
| Kilmarnock |
Scottish League Cup 2011/12, Third Round |
| 20.09.2011 | | Kilmarnock | | Queen of the South | | 5:0 (2:0) |
| Kilmarnock |
Scottish League Cup 2010/11, Third Round |
| 22.09.2010 | | Kilmarnock | | Hibernian | | 3:1 (1:1) |
| Kilmarnock |
Scottish League Cup 2010/11, Second Round |
| 25.08.2010 | | Kilmarnock | | Airdrie United | | 6:2 (2:1) |
| Kilmarnock |
Scottish League Cup 2009/10, Second Round |
| 25.08.2009 | | Kilmarnock | | Greenock Morton | | 3:1 (1:1) |
| Kilmarnock |
Scottish League Cup 2008/09, Third Round |
| 24.09.2008 | | Kilmarnock | | Aberdeen | | 4:2 (4:2) |
| Kilmarnock |
Scottish League Cup 2008/09, Second Round |
| 27.08.2008 | | Brechin City | | Kilmarnock | | 0:2 (0:0) |
| Brechin |
Scottish League Cup 2007/08, Second Round |
| 28.08.2007 | | Peterhead | | Kilmarnock | | 0:3 (0:1) |
| Peterhead |
Scottish League Cup 2006/07, Semifinal |
| 30.01.2007 | | Kilmarnock | | Falkirk | | 3:0 (1:0) |
| Motherwell |
Scottish League Cup 2006/07, Quarterfinal |
| 07.11.2006 | | Kilmarnock | | Motherwell | | 3:2 (2:1) |
| Kilmarnock |
Scottish League Cup 2006/07, Third Round |
| 19.09.2006 | | Kilmarnock | | Livingston | | 2:1 aet (0:0, 1:1) |
| Kilmarnock |
Scottish League Cup 2006/07, Second Round |
| 22.08.2006 | | Queen of the South | | Kilmarnock | | 1:2 aet (0:0, 1:1) |
| Dumfries |
Scottish League Cup 2005/06, Second Round |
| 23.08.2005 | | Kilmarnock | | Stirling Albion | | 4:1 (1:1) |
| |
Scottish League Cup 2004/05, Second Round |
| 24.08.2004 | | Kilmarnock | | Hamilton Academical | | 3:0 (0:0) |
| |
Scottish League Cup 2000/01, Semifinal |
| 06.02.2001 | | St. Mirren | | Kilmarnock | | 0:3 (0:1) |
| Glasgow |
Scottish League Cup 2000/01, Quarterfinal |
| 31.10.2000 | | Kilmarnock | | Hibernian | | 2:1 |
| |
Scottish League Cup 2000/01, Third Round |
| 05.09.2000 | | St. Johnstone | | Kilmarnock | | 0:1 |
| |
Scottish League Cup 2000/01, Second Round |
| 22.08.2000 | | Clyde | | Kilmarnock | | 1:2 aet (1:1) |
| |
Scottish League Cup 1999/00, Quarterfinal |
| 02.12.1999 | | Kilmarnock | | Hearts | | 1:0 |
| |
Scottish League Cup 1999/00, Third Round |
| 12.10.1999 | | Kilmarnock | | Hibernian | | 3:2 |
| |
Scottish League Cup 1998, Third Round |
| 18.08.1998 | | Kilmarnock | | Livingston | | 3:1 |
| |
Scottish League Cup 1997, Second Round |
| 09.08.1997 | | East Fife | | Kilmarnock | | 0:2 |
| |
Scottish League Cup 1995, Second Round |
| 19.08.1995 | | Kilmarnock | | Dumbarton | | 1:0 |
| |
Scottish League Cup 1994, Second Round |
| 17.08.1994 | | Kilmarnock | | East Fife | | 4:1 |
| |
Scottish League Cup 1992, Third Round |
| 18.08.1992 | | Kilmarnock | | Hibernian | | 3:1 |
| |
Scottish League Cup 1992, Second Round |
| 11.08.1992 | | Morton | | Kilmarnock | | 2:3 |
| |
Scottish League Cup 1991, Second Round |
| 26.08.1991 | | Cowdenbeath | | Kilmarnock | | 0:1 |
| |
Scottish League Cup 1990, Second Round |
| 21.08.1990 | | Kilmarnock | | Clydebank | | 3:2 |
| |
Scottish League Cup 1988, Second Round |
| 17.08.1988 | | Kilmarnock | | Forfar Athletic | | 1:0 |
| |
Scottish League Cup 1983/84, Group 4 |
| 09.11.1983 | | Kilmarnock | | Hibernian | | 3:1 |
| |
Scottish League Cup 1983/84, Group 4 |
| 26.10.1983 | | Airdrieonians | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1983/84, Group 4 |
| 07.09.1983 | | Kilmarnock | | Airdrieonians | | 3:0 |
| |
Scottish League Cup 1983/84, Second Round |
| 27.08.1983 | | Kilmarnock | | Queen's Park | | 3:1 |
| |
Scottish League Cup 1982, Supplementary Round |
| 06.09.1982 | | Kilmarnock | | Cowdenbeath | | 1:0 |
| |
Scottish League Cup 1982, Group 8 |
| 01.09.1982 | | Kilmarnock | | Queen's Park | | 5:1 |
| |
Scottish League Cup 1982, Group 8 |
| 25.08.1982 | | Kilmarnock | | Hamilton Academical | | 1:0 |
| |
Scottish League Cup 1982, Group 8 |
| 21.08.1982 | | Queen's Park | | Kilmarnock | | 0:2 |
| |
Scottish League Cup 1982, Group 8 |
| 14.08.1982 | | Kilmarnock | | Berwick Rangers | | 4:0 |
| |
Scottish League Cup 1981, Group 3 |
| 26.08.1981 | | Kilmarnock | | Hearts | | 2:0 |
| |
Scottish League Cup 1981, Group 3 |
| 19.08.1981 | | Airdrieonians | | Kilmarnock | | 0:1 |
| |
Scottish League Cup 1980, Second Round |
| 30.08.1980 | | Dunfermline Athletic | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1980, First Round |
| 20.08.1980 | | Airdrieonians | | Kilmarnock | | 0:1 |
| |
Scottish League Cup 1980, First Round |
| 13.08.1980 | | Kilmarnock | | Airdrieonians | | 1:0 |
| |
Scottish League Cup 1979, Quarterfinal |
| 24.11.1979 | | Kilmarnock | | Morton | | 3:2 aet, pen. 4:5 |
| |
Scottish League Cup 1979, Third Round |
| 10.10.1979 | | Kilmarnock | | Hibernian | | 2:1 |
| |
Scottish League Cup 1979, Third Round |
| 26.09.1979 | | Hibernian | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1979, Second Round |
| 29.08.1979 | | Kilmarnock | | Forfar Athletic | | 2:0 |
| |
Scottish League Cup 1979, First Round |
| 15.08.1979 | | Kilmarnock | | Alloa Athletic | | 2:1 |
| |
Scottish League Cup 1978/79, Third Round |
| 04.10.1978 | | Kilmarnock | | Morton | | 2:0 |
| |
Scottish League Cup 1978/79, Second Round |
| 30.08.1978 | | Kilmarnock | | Alloa Athletic | | 2:0 |
| |
Scottish League Cup 1976, Group 2 |
| 01.09.1976 | | Kilmarnock | | Aberdeen | | 2:1 |
| |
Scottish League Cup 1976, Group 2 |
| 18.08.1976 | | Kilmarnock | | Ayr United | | 2:0 |
| |
Scottish League Cup 1975, Group 4 |
| 23.08.1975 | | Kilmarnock | | Dundee United | | 1:0 |
| |
Scottish League Cup 1975, Group 4 |
| 20.08.1975 | | Kilmarnock | | St. Johnstone | | 1:0 |
| |
Scottish League Cup 1974, Group 6 |
| 24.08.1974 | | Kilmarnock | | Queen's Park | | 6:0 |
| |
Scottish League Cup 1974, Group 6 |
| 21.08.1974 | | Kilmarnock | | Stranraer | | 2:0 |
| |
Scottish League Cup 1974, Group 6 |
| 17.08.1974 | | Queen's Park | | Kilmarnock | | 0:2 |
| |
Scottish League Cup 1974, Group 6 |
| 14.08.1974 | | Stranraer | | Kilmarnock | | 0:5 |
| |
Scottish League Cup 1974, Group 6 |
| 10.08.1974 | | Kilmarnock | | Montrose | | 2:0 |
| |
Scottish League Cup 1973, Quarterfinal |
| 24.11.1973 | | Kilmarnock | | Albion Rovers | | 5:2 |
| |
Scottish League Cup 1973, Second Round |
| 10.10.1973 | | Kilmarnock | | St. Johnstone | | 3:1 aet |
| |
Scottish League Cup 1973, Group 5 |
| 29.08.1973 | | Kilmarnock | | East Stirlingshire | | 4:0 |
| |
Scottish League Cup 1973, Group 5 |
| 22.08.1973 | | Hamilton Academical | | Kilmarnock | | 0:4 |
| |
Scottish League Cup 1973, Group 5 |
| 18.08.1973 | | Kilmarnock | | Queen's Park | | 2:0 |
| |
Scottish League Cup 1972, Group 4 |
| 26.08.1972 | | Kilmarnock | | Stenhousemuir | | 3:1 |
| |
Scottish League Cup 1972, Group 4 |
| 19.08.1972 | | Kilmarnock | | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1971, Group 1 |
| 28.08.1971 | | Kilmarnock | | Dundee United | | 4:2 |
| |
Scottish League Cup 1971, Group 1 |
| 18.08.1971 | | Kilmarnock | | Motherwell | | 2:1 |
| |
Scottish League Cup 1970, Group 3 |
| 26.08.1970 | | Kilmarnock | | Dundee | | 2:1 |
| |
Scottish League Cup 1970, Group 3 |
| 19.08.1970 | | Kilmarnock | | St. Mirren | | 2:0 |
| |
Scottish League Cup 1970, Group 3 |
| 12.08.1970 | | St. Mirren | | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1970, Group 3 |
| 08.08.1970 | | Kilmarnock | | Ayr United | | 1:0 |
| |
Scottish League Cup 1969, Group 3 |
| 27.08.1969 | | Kilmarnock | | Dundee | | 1:0 |
| |
Scottish League Cup 1969, Group 3 |
| 23.08.1969 | | Kilmarnock | | Partick Thistle | | 6:0 |
| |
Scottish League Cup 1969, Group 3 |
| 09.08.1969 | | Partick Thistle | | Kilmarnock | | 0:2 |
| |
Scottish League Cup 1967, Group 1 |
| 26.08.1967 | | Dunfermline Athletic | | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1967, Group 1 |
| 19.08.1967 | | Kilmarnock | | Partick Thistle | | 4:0 |
| |
Scottish League Cup 1967, Group 1 |
| 16.08.1967 | | Airdrieonians | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1966, Group 2 |
| 31.08.1966 | | Kilmarnock | | Hibernian | | 3:0 |
| |
Scottish League Cup 1966, Group 2 |
| 13.08.1966 | | Kilmarnock | | Stirling Albion | | 2:0 |
| |
Scottish League Cup 1965, Quarterfinal |
| 15.09.1965 | | Kilmarnock | | Ayr United | | 2:0 |
| |
Scottish League Cup 1965, Group 3 |
| 01.09.1965 | | Partick Thistle | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1965, Group 3 |
| 28.08.1965 | | Kilmarnock | | St. Johnstone | | 3:0 |
| |
Scottish League Cup 1965, Group 3 |
| 21.08.1965 | | Dunfermline Athletic | | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1965, Group 3 |
| 18.08.1965 | | Kilmarnock | | Partick Thistle | | 2:0 |
| |
Scottish League Cup 1965, Group 3 |
| 14.08.1965 | | St. Johnstone | | Kilmarnock | | 0:1 |
| |
Scottish League Cup 1964, Group 3 |
| 29.08.1964 | | Kilmarnock | | Celtic | | 2:0 |
| |
Scottish League Cup 1964, Group 3 |
| 26.08.1964 | | Kilmarnock | | Partick Thistle | | 4:0 |
| |
Scottish League Cup 1964, Group 3 |
| 22.08.1964 | | Hearts | | Kilmarnock | | 0:1 |
| |
Scottish League Cup 1963, Group 4 |
| 24.08.1963 | | Kilmarnock | | Queen of the South | | 2:0 |
| |
Scottish League Cup 1963, Group 4 |
| 10.08.1963 | | Queen of the South | | Kilmarnock | | 1:4 |
| |
Scottish League Cup 1962, Semifinal |
| 10.10.1962 | | Kilmarnock | | Rangers | | 3:2 |
| |
Scottish League Cup 1962, Quarterfinal |
| 19.09.1962 | | Kilmarnock | | Partick Thistle | | 3:1 |
| |
Scottish League Cup 1962, Quarterfinal |
| 12.09.1962 | | Partick Thistle | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1962, Group 1 |
| 01.09.1962 | | Kilmarnock | | Raith Rovers | | 3:1 |
| |
Scottish League Cup 1962, Group 1 |
| 29.08.1962 | | Kilmarnock | | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1962, Group 1 |
| 25.08.1962 | | Airdrieonians | | Kilmarnock | | 0:4 |
| |
Scottish League Cup 1962, Group 1 |
| 18.08.1962 | | Raith Rovers | | Kilmarnock | | 2:3 |
| |
Scottish League Cup 1962, Group 1 |
| 11.08.1962 | | Kilmarnock | | Airdrieonians | | 4:0 |
| |
Scottish League Cup 1961, Group 4 |
| 02.09.1961 | | Kilmarnock | | Raith Rovers | | 4:1 |
| |
Scottish League Cup 1961, Group 4 |
| 26.08.1961 | | Kilmarnock | | St. Mirren | | 6:1 |
| |
Scottish League Cup 1961, Group 4 |
| 19.08.1961 | | Raith Rovers | | Kilmarnock | | 1:7 |
| |
Scottish League Cup 1960, Semifinal |
| 12.10.1960 | | Kilmarnock | | Hamilton Academical | | 5:1 |
| |
Scottish League Cup 1960, Quarterfinal |
| 21.09.1960 | | Kilmarnock | | Clyde | | 3:1 |
| |
Scottish League Cup 1960, Quarterfinal |
| 14.09.1960 | | Clyde | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1960, Group 3 |
| 31.08.1960 | | Kilmarnock | | Airdrieonians | | 2:0 |
| |
Scottish League Cup 1960, Group 3 |
| 20.08.1960 | | Kilmarnock | | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1960, Group 3 |
| 17.08.1960 | | Airdrieonians | | Kilmarnock | | 0:2 |
| |
Scottish League Cup 1960, Group 3 |
| 13.08.1960 | | Kilmarnock | | Hibernian | | 4:2 |
| |
Scottish League Cup 1959, Group 3 |
| 29.08.1959 | | Aberdeen | | Kilmarnock | | 2:4 |
| |
Scottish League Cup 1959, Group 3 |
| 26.08.1959 | | Kilmarnock | | Stirling Albion | | 5:0 |
| |
Scottish League Cup 1958, Quarterfinal |
| 10.09.1958 | | Kilmarnock | | Dunfermline Athletic | | 4:1 |
| |
Scottish League Cup 1958, Group 4 |
| 30.08.1958 | | Kilmarnock | | Hibernian | | 2:1 |
| |
Scottish League Cup 1958, Group 4 |
| 23.08.1958 | | Aberdeen | | Kilmarnock | | 0:2 |
| |
Scottish League Cup 1958, Group 4 |
| 16.08.1958 | | Hibernian | | Kilmarnock | | 0:3 |
| |
Scottish League Cup 1958, Group 4 |
| 13.08.1958 | | Falkirk | | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1957, Quarterfinal |
| 11.09.1957 | | Kilmarnock | | Rangers | | 2:1 |
| |
Scottish League Cup 1957, Group 4 |
| 17.08.1957 | | Kilmarnock | | Queen's Park | | 3:1 |
| |
Scottish League Cup 1957, Group 4 |
| 14.08.1957 | | Dundee | | Kilmarnock | | 0:3 |
| |
Scottish League Cup 1957, Group 4 |
| 10.08.1957 | | Kilmarnock | | Hearts | | 2:1 |
| |
Scottish League Cup 1956, Group 3 |
| 01.09.1956 | | Queen of the South | | Kilmarnock | | 0:2 |
| |
Scottish League Cup 1955, Group 1 |
| 20.08.1955 | | Kilmarnock | | Airdrieonians | | 2:0 |
| |
Scottish League Cup 1955, Group 1 |
| 17.08.1955 | | Dundee | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1954, Group 1 |
| 28.08.1954 | | Raith Rovers | | Kilmarnock | | 0:1 |
| |
Scottish League Cup 1954, Group 1 |
| 14.08.1954 | | Kilmarnock | | Raith Rovers | | 3:2 |
| |
Scottish League Cup 1953, Quarterfinal |
| 12.09.1953 | | Kilmarnock | | Partick Thistle | | 4:3 |
| |
Scottish League Cup 1953, Group 7 |
| 29.08.1953 | | Dundee United | | Kilmarnock | | 0:3 |
| |
Scottish League Cup 1953, Group 7 |
| 26.08.1953 | | Morton | | Kilmarnock | | 0:2 |
| |
Scottish League Cup 1953, Group 7 |
| 22.08.1953 | | Kilmarnock | | Motherwell | | 4:1 |
| |
Scottish League Cup 1953, Group 7 |
| 15.08.1953 | | Kilmarnock | | Dundee United | | 4:1 |
| |
Scottish League Cup 1953, Group 7 |
| 12.08.1953 | | Kilmarnock | | Morton | | 1:0 |
| |
Scottish League Cup 1952, Semifinal |
| 04.10.1952 | | Kilmarnock | | Rangers | | 1:0 |
| |
Scottish League Cup 1952, Quarterfinal |
| 17.09.1952 | | Kilmarnock | | St. Johnstone | | 4:1 |
| |
Scottish League Cup 1952, Quarterfinal |
| 13.09.1952 | | St. Johnstone | | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1952, Group 5 |
| 30.08.1952 | | Kilmarnock | | Arbroath | | 4:0 |
| |
Scottish League Cup 1952, Group 5 |
| 27.08.1952 | | Kilmarnock | | Dunfermline Athletic | | 3:2 |
| |
Scottish League Cup 1952, Group 5 |
| 23.08.1952 | | Alloa Athletic | | Kilmarnock | | 0:1 |
| |
Scottish League Cup 1952, Group 5 |
| 13.08.1952 | | Dunfermline Athletic | | Kilmarnock | | 3:4 |
| |
Scottish League Cup 1952, Group 5 |
| 09.08.1952 | | Kilmarnock | | Alloa Athletic | | 3:1 |
| |
Scottish League Cup 1951, Group 8 |
| 01.09.1951 | | Kilmarnock | | Dumbarton | | 2:0 |
| |
Scottish League Cup 1951, Group 8 |
| 29.08.1951 | | Kilmarnock | | Forfar Athletic | | 1:0 |
| |
Scottish League Cup 1951, Group 8 |
| 25.08.1951 | | Ayr United | | Kilmarnock | | 1:2 |
| |
Scottish League Cup 1951, Group 8 |
| 11.08.1951 | | Kilmarnock | | Ayr United | | 3:0 |
| |
Scottish League Cup 1950, Group 5 |
| 12.08.1950 | | Kilmarnock | | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1949, Group 8 |
| 27.08.1949 | | Kilmarnock | | St. Johnstone | | 2:0 |
| |
Scottish League Cup 1949, Group 8 |
| 17.08.1949 | | Kilmarnock | | Queen's Park | | 2:0 |
| |
Scottish League Cup 1948, Group 6 |
| 02.10.1948 | | Kilmarnock | | East Stirlingshire | | 4:1 |
| |
Scottish League Cup 1948, Group 6 |
| 25.09.1948 | | Kilmarnock | | Alloa Athletic | | 4:3 |
| |
Scottish League Cup 1947, Group 8 |
| 13.09.1947 | | Kilmarnock | | Stirling Albion | | 3:2 |
| |
Scottish League Cup 1947, Group 8 |
| 06.09.1947 | | East Fife | | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1946/47, Section 1 |
| 19.10.1946 | | Kilmarnock | | Hearts | | 2:0 (1:0) |
| Kilmarnock |
Scottish League Cup 1946/47, Section 1 |
| 12.10.1946 | | Partick Thistle | | Kilmarnock | | 1:3 |
| |
Scottish League Cup 1946/47, Section 1 |
| 21.09.1946 | | Kilmarnock | | Partick Thistle | | 3:2 |
| |