Scottish League Cup 2023/24, Group G |
 | 29.07.2023 |  | Queen's Park | – | Queen of the South | | 1:2 (0:0) |
| Glasgow |
Scottish League Cup 2023/24, Group G |
| 22.07.2023 | | Elgin City | – | Queen of the South | | 0:2 (0:1) |
| Elgin |
Scottish League Cup 2022/23, Group F |
| 23.07.2022 | | Elgin City | – | Queen of the South | | 0:2 (0:0) |
| Elgin |
Scottish League Cup 2022/23, Group F |
| 12.07.2022 | | Ayr United | – | Queen of the South | | 0:3 (0:1) |
| Ayr |
Scottish League Cup 2021/22, Group F |
| 24.07.2021 | | Queen of the South | – | Airdrieonians | | 4:1 (2:0) |
| Dumfries |
Scottish League Cup 2021/22, Group F |
| 13.07.2021 | | Annan Athletic | – | Queen of the South | | 1:3 (0:1) |
| Annan |
Scottish League Cup 2020/21, Group G |
| 10.11.2020 | | Queen's Park | – | Queen of the South | | 1:3 (1:2) |
| Glasgow |
Scottish League Cup 2019/20, Group E |
| 20.07.2019 | | Dumbarton | – | Queen of the South | | 1:4 (1:4) |
| Dumbarton |
Scottish League Cup 2018/19, Group G |
| 21.07.2018 | | Edinburgh City | – | Queen of the South | | 0:4 (0:4) |
| Edinburgh |
Scottish League Cup 2018/19, Group G |
| 17.07.2018 | | Queen of the South | – | Clyde | | 3:0 (0:0) |
| Dumfries |
Scottish League Cup 2018/19, Group G |
| 14.07.2018 | | Queen of the South | – | Stranraer | | 5:3 (3:2) |
| Dumfries |
Scottish League Cup 2017/18, Group G |
| 15.07.2017 | | Stenhousemuir | – | Queen of the South | | 1:3 (1:0) |
| Stenhousemuir |
Scottish League Cup 2016/17, Second round |
| 09.08.2016 | | Hibernian | – | Queen of the South | | 1:3 (1:0) |
| Edinburgh |
Scottish League Cup 2016/17, First Round, Group E |
| 30.07.2016 | | Queen of the South | – | Stenhousemuir | | 1:0 (0:0) |
| Dumfries |
Scottish League Cup 2016/17, First Round, Group E |
| 19.07.2016 | | Queen of the South | – | Airdrieonians | | 2:0 (2:0) |
| Dumfries |
Scottish League Cup 2016/17, First Round, Group E |
| 16.07.2016 | | Queen's Park | – | Queen of the South | | 0:2 (0:2) |
| Airdrie |
Scottish League Cup 2015/16, First Round |
| 01.08.2015 | | Annan Athletic | – | Queen of the South | | 3:4 aet
(0:1, 3:3) |
| Annan |
Scottish League Cup 2014/15, First Round |
| 02.08.2014 | | Queen of the South | – | Elgin City | | 5:0 (2:0) |
| Dumfries |
Scottish League Cup 2013/14, Second Round |
| 27.08.2013 | | Queen of the South | – | St. Mirren | | 2:1 aet
(0:0) |
| Dumfries |
Scottish League Cup 2013/14, First Round |
| 03.08.2013 | | Queen of the South | – | Annan Athletic | | 3:0 (0:0) |
| Dumfries |
Scottish League Cup 2012/13, Second Round |
| 28.08.2012 | | Queen of the South | – | Hibernian | | 2:0 (2:0) |
| Dumfries |
Scottish League Cup 2012/13, First Round |
| 04.08.2012 | | Queen of the South | – | Alloa Athletic | | 5:2 (1:0) |
| Dumfries |
Scottish League Cup 2011/12, Second Round |
| 23.08.2011 | | Queen of the South | – | Forfar Athletic | | 3:0 (1:0) |
| Dumfries |
Scottish League Cup 2011/12, First Round |
| 30.07.2011 | | Queen of the South | – | Stranraer | | 2:1 (1:1) |
| Dumfries |
Scottish League Cup 2010/11, Second Round |
| 25.08.2010 | | Queen of the South | – | Forfar Athletic | | 4:1 (2:0) |
| Dumfries |
Scottish League Cup 2010/11, First Round |
| 31.07.2010 | | Queen of the South | – | Dumbarton | | 5:1 (2:0) |
| Dumfries |
Scottish League Cup 2009/10, Second Round |
| 25.08.2009 | | Partick Thistle | – | Queen of the South | | 1:2 (1:0) |
| Glasgow |
Scottish League Cup 2009/10, First Round |
| 01.08.2009 | | Queen's Park | – | Queen of the South | | 1:4 (0:3) |
| Glasgow |
Scottish League Cup 2006/07, First Round |
| 08.08.2006 | | Queen of the South | – | Clyde | | 4:2 (4:1) |
| Dumfries |
Scottish League Cup 2003/04, Second Round |
| 23.09.2003 | | Ross County | – | Queen of the South | | 0:3 (0:2) |
| |
Scottish League Cup 2003/04, First Round |
| 02.09.2003 | | Stenhousemuir | – | Queen of the South | | 1:2 (1:1) |
| |
Scottish League Cup 2002/03, First Round |
| 07.09.2002 | | Queen of the South | – | Forfar Athletic | | 2:0 (1:0) |
| |
Scottish League Cup 2001/02, First Round |
| 11.09.2001 | | East Stirlingshire | – | Queen of the South | | 0:3 |
| |
Scottish League Cup 2000/01, First Round |
| 08.08.2000 | | Queen of the South | – | Forfar Athletic | | 2:1 |
| |
Scottish League Cup 1999/00, First Round |
| 31.07.1999 | | Queen of the South | – | Arbroath | | 1:0 aet
(0:0) |
| |
Scottish League Cup 1997, First Round |
| 02.08.1997 | | Arbroath | – | Queen of the South | | 0:4 |
| |
Scottish League Cup 1995, First Round |
| 05.08.1995 | | Queen of the South | – | Queen's Park | | 3:1 |
| |
Scottish League Cup 1994, First Round |
| 10.08.1994 | | Queen of the South | – | Albion Rovers | | 2:0 |
| |
Scottish League Cup 1992, First Round |
| 04.08.1992 | | Queen of the South | – | Berwick Rangers | | 3:0 |
| |
Scottish League Cup 1990, Third Round |
| 28.08.1990 | | Dunfermline Athletic | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1990, First Round |
| 15.08.1990 | | Montrose | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1989, Second Round |
| 16.08.1989 | | Queen of the South | – | St. Johnstone | | 1:0 |
| |
Scottish League Cup 1987, Second Round |
| 18.08.1987 | | Queen of the South | – | Falkirk | | 2:1 |
| |
Scottish League Cup 1985, First Round |
| 14.08.1985 | | Queen of the South | – | Arbroath | | 3:0 |
| |
Scottish League Cup 1984, First Round |
| 15.08.1984 | | Queen of the South | – | Queen's Park | | 2:1 |
| |
Scottish League Cup 1983/84, First Round |
| 17.08.1983 | | Queen of the South | – | Albion Rovers | | 2:1 |
| |
Scottish League Cup 1983/84, First Round |
| 13.08.1983 | | Albion Rovers | – | Queen of the South | | 0:4 |
| |
Scottish League Cup 1982, Group 6 |
| 21.08.1982 | | Ayr United | – | Queen of the South | | 0:2 |
| |
Scottish League Cup 1981, Group 5 |
| 22.08.1981 | | Brechin City | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1981, Group 5 |
| 19.08.1981 | | Queen of the South | – | Dumbarton | | 3:2 |
| |
Scottish League Cup 1981, Group 5 |
| 15.08.1981 | | Cowdenbeath | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1977/78, Third Round |
| 26.10.1977 | | Queen of the South | – | Dundee | | 6:0 |
| |
Scottish League Cup 1977/78, Second Round |
| 31.08.1977 | | Queen of the South | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1977/78, First Round |
| 17.08.1977 | | Hibernian | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1976, Group 8 |
| 14.08.1976 | | Queen of the South | – | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1975, Group 5 |
| 27.08.1975 | | Stirling Albion | – | Queen of the South | | 2:3 |
| |
Scottish League Cup 1975, Group 5 |
| 13.08.1975 | | Hamilton Academical | – | Queen of the South | | 0:2 |
| |
Scottish League Cup 1975, Group 5 |
| 09.08.1975 | | Queen of the South | – | Stirling Albion | | 2:0 |
| |
Scottish League Cup 1974, Group 5 |
| 28.08.1974 | | Queen of the South | – | Raith Rovers | | 2:0 |
| |
Scottish League Cup 1974, Group 5 |
| 24.08.1974 | | Queen of the South | – | Berwick Rangers | | 1:0 |
| |
Scottish League Cup 1973, Group 6 |
| 29.08.1973 | | Queen of the South | – | Cowdenbeath | | 5:1 |
| |
Scottish League Cup 1973, Group 6 |
| 15.08.1973 | | Queen of the South | – | Stirling Albion | | 2:1 |
| |
Scottish League Cup 1973, Group 6 |
| 11.08.1973 | | Cowdenbeath | – | Queen of the South | | 0:1 |
| |
Scottish League Cup 1972, Group 2 |
| 23.08.1972 | | Queen of the South | – | Queen's Park | | 1:0 |
| |
Scottish League Cup 1972, Group 2 |
| 16.08.1972 | | Queen's Park | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1971, Group 6 |
| 01.09.1971 | | Dumbarton | – | Queen of the South | | 1:3 |
| |
Scottish League Cup 1971, Group 6 |
| 21.08.1971 | | Queen of the South | – | Dumbarton | | 1:0 |
| |
Scottish League Cup 1971, Group 6 |
| 14.08.1971 | | Queen of the South | – | Stenhousemuir | | 3:2 |
| |
Scottish League Cup 1969, Group 6 |
| 27.08.1969 | | Queen of the South | – | Ayr United | | 2:1 |
| |
Scottish League Cup 1969, Group 6 |
| 20.08.1969 | | Queen of the South | – | Queen's Park | | 2:1 |
| |
Scottish League Cup 1969, Group 6 |
| 13.08.1969 | | Queen's Park | – | Queen of the South | | 1:4 |
| |
Scottish League Cup 1969, Group 6 |
| 09.08.1969 | | Queen of the South | – | East Stirlingshire | | 2:0 |
| |
Scottish League Cup 1968/69, Group 6 |
| 24.08.1968 | | Queen of the South | – | Berwick Rangers | | 2:0 |
| |
Scottish League Cup 1967, Group 7 |
| 02.09.1967 | | Queen of the South | – | Raith Rovers | | 3:2 |
| |
Scottish League Cup 1967, Group 7 |
| 30.08.1967 | | Queen of the South | – | Dumbarton | | 3:1 |
| |
Scottish League Cup 1967, Group 7 |
| 19.08.1967 | | Raith Rovers | – | Queen of the South | | 2:5 |
| |
Scottish League Cup 1967, Group 7 |
| 16.08.1967 | | Dumbarton | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1966, Group 7 |
| 03.09.1966 | | Queen of the South | – | Dumbarton | | 4:2 |
| |
Scottish League Cup 1966, Group 7 |
| 27.08.1966 | | Queen of the South | – | Queen's Park | | 6:1 |
| |
Scottish League Cup 1966, Group 7 |
| 17.08.1966 | | Queen of the South | – | Airdrieonians | | 3:0 |
| |
Scottish League Cup 1966, Group 7 |
| 13.08.1966 | | Queen's Park | – | Queen of the South | | 1:5 |
| |
Scottish League Cup 1965, Group 7 |
| 28.08.1965 | | Queen of the South | – | Albion Rovers | | 2:0 |
| |
Scottish League Cup 1964, Group 5 |
| 29.08.1964 | | Raith Rovers | – | Queen of the South | | 2:3 |
| |
Scottish League Cup 1964, Group 5 |
| 22.08.1964 | | Montrose | – | Queen of the South | | 1:6 |
| |
Scottish League Cup 1964, Group 5 |
| 08.08.1964 | | Queen of the South | – | Montrose | | 2:0 |
| |
Scottish League Cup 1962, Quarterfinal |
| 12.09.1962 | | Queen of the South | – | St. Johnstone | | 1:0 |
| |
Scottish League Cup 1962, Group 7 |
| 18.08.1962 | | Queen of the South | – | Montrose | | 2:1 |
| |
Scottish League Cup 1962, Group 7 |
| 15.08.1962 | | Queen's Park | – | Queen of the South | | 0:4 |
| |
Scottish League Cup 1962, Group 7 |
| 11.08.1962 | | Queen of the South | – | East Fife | | 3:1 |
| |
Scottish League Cup 1961, Group 7 |
| 30.08.1961 | | Queen of the South | – | Brechin City | | 5:1 |
| |
Scottish League Cup 1961, Group 7 |
| 16.08.1961 | | Brechin City | – | Queen of the South | | 0:4 |
| |
Scottish League Cup 1961, Group 7 |
| 12.08.1961 | | Queen of the South | – | Arbroath | | 1:0 |
| |
Scottish League Cup 1960, Quarterfinal |
| 14.09.1960 | | Queen of the South | – | Dumbarton | | 2:0 |
| |
Scottish League Cup 1960, Group 5 |
| 03.09.1960 | | Montrose | – | Queen of the South | | 1:2 |
| |
Scottish League Cup 1960, Group 5 |
| 31.08.1960 | | Queen's Park | – | Queen of the South | | 0:1 |
| |
Scottish League Cup 1960, Group 5 |
| 27.08.1960 | | Queen of the South | – | Albion Rovers | | 5:2 |
| |
Scottish League Cup 1960, Group 5 |
| 20.08.1960 | | Queen of the South | – | Montrose | | 5:2 |
| |
Scottish League Cup 1960, Group 5 |
| 17.08.1960 | | Queen of the South | – | Queen's Park | | 2:0 |
| |
Scottish League Cup 1960, Group 5 |
| 13.08.1960 | | Albion Rovers | – | Queen of the South | | 0:3 |
| |
Scottish League Cup 1958, Group 3 |
| 27.08.1958 | | Queen of the South | – | Partick Thistle | | 3:0 |
| |
Scottish League Cup 1958, Group 3 |
| 16.08.1958 | | Queen of the South | – | Dundee | | 1:0 |
| |
Scottish League Cup 1957, Group 1 |
| 14.08.1957 | | Queen of the South | – | Motherwell | | 3:0 |
| |
Scottish League Cup 1956, Group 3 |
| 18.08.1956 | | Kilmarnock | – | Queen of the South | | 2:3 |
| |
Scottish League Cup 1954, Group 2 |
| 28.08.1954 | | Queen of the South | – | Aberdeen | | 3:0 |
| |
Scottish League Cup 1953, Group 1 |
| 26.08.1953 | | Queen of the South | – | St. Mirren | | 1:0 |
| |
Scottish League Cup 1952, Group 2 |
| 30.08.1952 | | Falkirk | – | Queen of the South | | 2:3 |
| |
Scottish League Cup 1951, Group 4 |
| 25.08.1951 | | Queen of the South | – | Aberdeen | | 2:0 |
| |
Scottish League Cup 1951, Group 4 |
| 15.08.1951 | | Queen of the South | – | East Fife | | 3:2 |
| |
Scottish League Cup 1950, Quarterfinal |
| 16.09.1950 | | Queen of the South | – | Alloa Athletic | | 1:0 |
| |
Scottish League Cup 1950, Group 7 |
| 02.09.1950 | | Queen of the South | – | Queen's Park | | 4:3 |
| |
Scottish League Cup 1950, Group 7 |
| 16.08.1950 | | Stirling Albion | – | Queen of the South | | 1:3 |
| |
Scottish League Cup 1950, Group 7 |
| 12.08.1950 | | Queen of the South | – | Hamilton Academical | | 3:2 |
| |
Scottish League Cup 1948, Group 3 |
| 09.10.1948 | | Queen of the South | – | Partick Thistle | | 3:2 |
| |
Scottish League Cup 1947, Group 1 |
| 16.08.1947 | | Queen of the South | – | St. Mirren | | 8:1 |
| |
Scottish League Cup 1946/47, Section 4 |
| 12.10.1946 | | Queen of the South | – | Motherwell | | 4:3 |
| |
Scottish League Cup 1946/47, Section 4 |
| 21.09.1946 | | Motherwell | – | Queen of the South | | 0:1 |
| |
