Scottish League Cup 2023/24, Group D |
| 25.07.2023 | | Kelty Hearts | | Stranraer | | 2:0 (1:0) |
| Kelty |
Scottish League Cup 2023/24, Group D |
| 18.07.2023 | | Greenock Morton | | Stranraer | | 3:0 (1:0) |
| Greenock |
Scottish League Cup 2023/24, Group D |
| 15.07.2023 | | Stranraer | | Ross County | | 1:5 (0:2) |
| Stranraer |
Scottish League Cup 2022/23, Group H |
| 19.07.2022 | | Forfar Athletic | | Stranraer | | 3:0 |
| Forfar |
Scottish League Cup 2022/23, Group H |
| 16.07.2022 | | Stranraer | | Dundee | | 0:3 (0:1) |
| Stranraer |
Scottish League Cup 2022/23, Group H |
| 12.07.2022 | | Hamilton Academical | | Stranraer | | 5:2 (0:0) |
| Hamilton |
Scottish League Cup 2022/23, Group H |
| 09.07.2022 | | Stranraer | | Queen's Park | | 2:5 (2:4) |
| Stranraer |
Scottish League Cup 2021/22, Group G |
| 24.07.2021 | | Kilmarnock | | Stranraer | | 2:1 (1:0) |
| Kilmarnock |
Scottish League Cup 2021/22, Group G |
| 13.07.2021 | | Clyde | | Stranraer | | 1:0 (1:0) |
| Cumbernauld |
Scottish League Cup 2019/20, Group G |
| 23.07.2019 | | Stranraer | | Livingston | | 1:2 (0:2) |
| Stranraer |
Scottish League Cup 2019/20, Group G |
| 16.07.2019 | | Falkirk | | Stranraer | | 1:0 (1:0) |
| Falkirk |
Scottish League Cup 2018/19, Group G |
| 28.07.2018 | | Edinburgh City | | Stranraer | | 4:2 (2:2) |
| Edinburgh |
Scottish League Cup 2018/19, Group G |
| 24.07.2018 | | Stranraer | | Clyde | | 1:3 (0:3) |
| Stranraer |
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 H |
| 29.07.2017 | | Partick Thistle | | Stranraer | | 1:0 (0:0) |
| Glasgow |
Scottish League Cup 2017/18, Group H |
| 25.07.2017 | | Stranraer | | Livingston | | 2:4 (2:2) |
| Stranraer |
Scottish League Cup 2017/18, Group H |
| 18.07.2017 | | Airdrieonians | | Stranraer | | 3:1 (1:0) |
| Airdrie |
Scottish League Cup 2017/18, Group H |
| 15.07.2017 | | Stranraer | | St. Mirren | | 1:4 (1:3) |
| Stranraer |
Scottish League Cup 2016/17, First Round, Group F |
| 30.07.2016 | | Stranraer | | Motherwell | | 0:3 (0:0) |
| Stranraer |
Scottish League Cup 2016/17, First Round, Group F |
| 25.07.2016 | | Rangers | | Stranraer | | 3:0 (2:0) |
| Glasgow |
Scottish League Cup 2015/16, Second Round |
| 26.08.2015 | | Hibernian | | Stranraer | | 1:0 (0:0) |
| Edinburgh |
Scottish League Cup 2014/15, Second Round |
| 26.08.2014 | | Stranraer | | Ross County | | 1:2 (1:1) |
| Stranraer |
Scottish League Cup 2013/14, Third Round |
| 24.09.2013 | | Hibernian | | Stranraer | | 5:3 (3:1) |
| Edinburgh |
Scottish League Cup 2012/13, First Round |
| 04.08.2012 | | Stranraer | | Livingston | | 0:8 (0:3) |
| Stranraer |
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, First Round |
| 31.07.2010 | | Stranraer | | Greenock Morton | | 1:7 (0:2) |
| Stranraer |
Scottish League Cup 2009/10, First Round |
| 01.08.2009 | | Dundee | | Stranraer | | 5:0 (3:0) |
| Dundee |
Scottish League Cup 2008/09, First Round |
| 05.08.2008 | | Stranraer | | Greenock Morton | | 3:6 (1:5) |
| Stranraer |
Scottish League Cup 2007/08, First Round |
| 08.08.2007 | | Stranraer | | Montrose | | 1:2 (0:2) |
| Montrose |
Scottish League Cup 2006/07, First Round |
| 08.08.2006 | | Ross County | | Stranraer | | 4:2 (1:0) |
| Dingwall |
Scottish League Cup 2005/06, Third Round |
| 20.09.2005 | | Stranraer | | Aberdeen | | 0:2 (0:0) |
| |
Scottish League Cup 2004/05, Second Round |
| 25.08.2004 | | Dundee United | | Stranraer | | 3:1 (1:1) |
| |
Scottish League Cup 2003/04, First Round |
| 03.09.2003 | | Greenock Morton | | Stranraer | | 2:0 (1:0) |
| |
Scottish League Cup 2002/03, Second Round |
| 24.09.2002 | | Stranraer | | St. Johnstone | | 1:3 (1:1) |
| |
Scottish League Cup 2001/02, Second Round |
| 25.09.2001 | | Ayr United | | Stranraer | | 4:0 |
| |
Scottish League Cup 2000/01, First Round |
| 08.08.2000 | | Queen's Park | | Stranraer | | 2:0 |
| |
Scottish League Cup 1999/00, First Round |
| 31.07.1999 | | Stranraer | | Raith Rovers | | 0:1 aet (0:0) |
| |
Scottish League Cup 1998, Second Round |
| 08.08.1998 | | St. Johnstone | | Stranraer | | 3:0 |
| |
Scottish League Cup 1997, First Round |
| 02.08.1997 | | East Stirlingshire | | Stranraer | | 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 | | Aberdeen | | Stranraer | | 1:0 |
| |
Scottish League Cup 1993, Second Round |
| 11.08.1993 | | Hearts | | Stranraer | | 1:0 |
| |
Scottish League Cup 1992, Third Round |
| 19.08.1992 | | Stranraer | | Rangers | | 0:5 |
| |
Scottish League Cup 1990, Third Round |
| 29.08.1990 | | Aberdeen | | Stranraer | | 4:0 |
| |
Scottish League Cup 1989, First Round |
| 09.08.1989 | | Stranraer | | Brechin City | | 3:4 aet |
| |
Scottish League Cup 1988, Second Round |
| 17.08.1988 | | Hibernian | | Stranraer | | 4:0 |
| |
Scottish League Cup 1987, First Round |
| 12.08.1987 | | Stranraer | | Albion Rovers | | 0:3 |
| |
Scottish League Cup 1986, First Round |
| 13.08.1986 | | Stranraer | | East Stirlingshire | | 0:2 |
| |
Scottish League Cup 1985, Second Round |
| 21.08.1985 | | Stranraer | | Dundee | | 2:3 |
| |
Scottish League Cup 1984, First Round |
| 15.08.1984 | | Stranraer | | Cowdenbeath | | 0:3 |
| |
Scottish League Cup 1983/84, First Round |
| 13.08.1983 | | Berwick Rangers | | Stranraer | | 2:0 |
| |
Scottish League Cup 1982, Group 9 |
| 28.08.1982 | | Stranraer | | Meadowbank Thistle | | 0:2 |
| |
Scottish League Cup 1982, Group 9 |
| 21.08.1982 | | Montrose | | Stranraer | | 1:0 |
| |
Scottish League Cup 1982, Group 9 |
| 18.08.1982 | | Stranraer | | Cowdenbeath | | 1:3 |
| |
Scottish League Cup 1981, Group 9 |
| 22.08.1981 | | Stranraer | | Meadowbank Thistle | | 1:2 |
| |
Scottish League Cup 1981, Group 9 |
| 15.08.1981 | | Arbroath | | Stranraer | | 4:0 |
| |
Scottish League Cup 1981, Group 9 |
| 08.08.1981 | | Stranraer | | East Fife | | 1:3 |
| |
Scottish League Cup 1980, Second Round |
| 30.08.1980 | | Stranraer | | Hamilton Academical | | 0:2 |
| |
Scottish League Cup 1980, Second Round |
| 27.08.1980 | | Hamilton Academical | | Stranraer | | 5:1 |
| |
Scottish League Cup 1979, Second Round |
| 29.08.1979 | | St. Johnstone | | Stranraer | | 3:1 |
| |
Scottish League Cup 1978/79, Second Round |
| 02.09.1978 | | Stranraer | | Ayr United | | 1:3 |
| |
Scottish League Cup 1978/79, Second Round |
| 30.08.1978 | | Ayr United | | Stranraer | | 1:0 |
| |
Scottish League Cup 1977/78, Second Round |
| 03.09.1977 | | Stranraer | | Clydebank | | 0:1 |
| |
Scottish League Cup 1977/78, First Round |
| 17.08.1977 | | Alloa Athletic | | Stranraer | | 5:3 |
| |
Scottish League Cup 1976, Group 6 |
| 25.08.1976 | | Falkirk | | Stranraer | | 5:1 |
| |
Scottish League Cup 1976, Group 6 |
| 21.08.1976 | | Hamilton Academical | | Stranraer | | 6:1 |
| |
Scottish League Cup 1976, Group 6 |
| 14.08.1976 | | East Fife | | Stranraer | | 3:0 |
| |
Scottish League Cup 1975, Group 8 |
| 27.08.1975 | | Stenhousemuir | | Stranraer | | 3:2 |
| |
Scottish League Cup 1975, Group 8 |
| 23.08.1975 | | Albion Rovers | | Stranraer | | 2:1 |
| |
Scottish League Cup 1974, Group 6 |
| 24.08.1974 | | Montrose | | Stranraer | | 2:0 |
| |
Scottish League Cup 1974, Group 6 |
| 21.08.1974 | | Kilmarnock | | Stranraer | | 2:0 |
| |
Scottish League Cup 1974, Group 6 |
| 17.08.1974 | | Stranraer | | Montrose | | 2:4 |
| |
Scottish League Cup 1974, Group 6 |
| 14.08.1974 | | Stranraer | | Kilmarnock | | 0:5 |
| |
Scottish League Cup 1973, Group 9 |
| 25.08.1973 | | Forfar Athletic | | Stranraer | | 2:1 |
| |
Scottish League Cup 1973, Group 9 |
| 18.08.1973 | | Clydebank | | Stranraer | | 3:0 |
| |
Scottish League Cup 1972, Second Round |
| 04.10.1972 | | Celtic | | Stranraer | | 5:2 |
| |
Scottish League Cup 1972, Second Round |
| 20.09.1972 | | Stranraer | | Celtic | | 1:2 |
| |
Scottish League Cup 1972, Group 1 |
| 30.08.1972 | | Partick Thistle | | Stranraer | | 2:0 |
| |
Scottish League Cup 1972, Group 1 |
| 26.08.1972 | | Stranraer | | Morton | | 1:3 |
| |
Scottish League Cup 1972, Group 1 |
| 19.08.1972 | | Stranraer | | Partick Thistle | | 0:2 |
| |
Scottish League Cup 1971, Group 8 |
| 01.09.1971 | | Stranraer | | Montrose | | 2:4 |
| |
Scottish League Cup 1971, Group 8 |
| 25.08.1971 | | St. Mirren | | Stranraer | | 3:0 |
| |
Scottish League Cup 1971, Group 8 |
| 14.08.1971 | | Albion Rovers | | Stranraer | | 2:1 |
| |
Scottish League Cup 1970, Supplementary Round |
| 31.08.1970 | | Partick Thistle | | Stranraer | | 2:1 |
| |
Scottish League Cup 1970, Group 9 |
| 15.08.1970 | | Queen's Park | | Stranraer | | 2:1 |
| |
Scottish League Cup 1969, Group 7 |
| 27.08.1969 | | Dumbarton | | Stranraer | | 2:0 |
| |
Scottish League Cup 1969, Group 7 |
| 20.08.1969 | | Clydebank | | Stranraer | | 3:2 |
| |
Scottish League Cup 1968/69, Quarterfinal |
| 25.09.1968 | | Dundee | | Stranraer | | 6:0 |
| |
Scottish League Cup 1968/69, Quarterfinal |
| 11.09.1968 | | Stranraer | | Dundee | | 0:4 |
| |
Scottish League Cup 1968/69, Group 9 |
| 17.08.1968 | | Stranraer | | Brechin City | | 1:2 |
| |
Scottish League Cup 1967, Group 5 |
| 02.09.1967 | | St. Mirren | | Stranraer | | 2:1 |
| |
Scottish League Cup 1967, Group 5 |
| 26.08.1967 | | Ayr United | | Stranraer | | 1:0 |
| |
Scottish League Cup 1967, Group 5 |
| 19.08.1967 | | Stranraer | | St. Mirren | | 1:3 |
| |
Scottish League Cup 1967, Group 5 |
| 16.08.1967 | | Berwick Rangers | | Stranraer | | 2:0 |
| |
Scottish League Cup 1967, Group 5 |
| 12.08.1967 | | Stranraer | | Ayr United | | 1:4 |
| |
Scottish League Cup 1966, Group 9 |
| 03.09.1966 | | Stranraer | | Brechin City | | 1:2 |
| |
Scottish League Cup 1965, Group 7 |
| 04.09.1965 | | Albion Rovers | | Stranraer | | 2:1 |
| |
Scottish League Cup 1965, Group 7 |
| 28.08.1965 | | Airdrieonians | | Stranraer | | 3:0 |
| |
Scottish League Cup 1965, Group 7 |
| 14.08.1965 | | Stranraer | | Airdrieonians | | 1:3 |
| |
Scottish League Cup 1963, Group 6 |
| 28.08.1963 | | Stranraer | | Morton | | 1:2 |
| |
Scottish League Cup 1963, Group 6 |
| 24.08.1963 | | Clyde | | Stranraer | | 4:1 |
| |
Scottish League Cup 1963, Group 6 |
| 14.08.1963 | | Morton | | Stranraer | | 5:0 |
| |
Scottish League Cup 1963, Group 6 |
| 10.08.1963 | | Stranraer | | Clyde | | 0:2 |
| |
Scottish League Cup 1962, Group 6 |
| 01.09.1962 | | Clyde | | Stranraer | | 4:1 |
| |
Scottish League Cup 1962, Group 6 |
| 29.08.1962 | | Cowdenbeath | | Stranraer | | 3:0 |
| |
Scottish League Cup 1962, Group 6 |
| 25.08.1962 | | Stranraer | | St. Johnstone | | 1:4 |
| |
Scottish League Cup 1962, Group 6 |
| 18.08.1962 | | Stranraer | | Clyde | | 3:5 |
| |
Scottish League Cup 1962, Group 6 |
| 11.08.1962 | | St. Johnstone | | Stranraer | | 1:0 |
| |
Scottish League Cup 1961, Group 5 |
| 30.08.1961 | | Alloa Athletic | | Stranraer | | 2:0 |
| |
Scottish League Cup 1961, Group 5 |
| 26.08.1961 | | Stranraer | | Berwick Rangers | | 1:2 |
| |
Scottish League Cup 1961, Group 5 |
| 19.08.1961 | | Stirling Albion | | Stranraer | | 4:1 |
| |
Scottish League Cup 1961, Group 5 |
| 12.08.1961 | | Berwick Rangers | | Stranraer | | 2:1 |
| |
Scottish League Cup 1960, Group 9 |
| 27.08.1960 | | Forfar Athletic | | Stranraer | | 5:1 |
| |
Scottish League Cup 1959, Group 9 |
| 15.08.1959 | | Dundee United | | Stranraer | | 2:0 |
| |
Scottish League Cup 1959, Group 9 |
| 08.08.1959 | | Queen's Park | | Stranraer | | 4:1 |
| |
Scottish League Cup 1958, Supplementary Round |
| 03.09.1958 | | Arbroath | | Stranraer | | 1:0 |
| |
Scottish League Cup 1958, Supplementary Round |
| 01.09.1958 | | Stranraer | | Arbroath | | 3:4 |
| |
Scottish League Cup 1957, Group 5 |
| 31.08.1957 | | Dundee United | | Stranraer | | 3:0 |
| |
Scottish League Cup 1957, Group 5 |
| 28.08.1957 | | Stranraer | | Clyde | | 0:5 |
| |
Scottish League Cup 1957, Group 5 |
| 24.08.1957 | | Dumbarton | | Stranraer | | 10:3 |
| |
Scottish League Cup 1957, Group 5 |
| 17.08.1957 | | Stranraer | | Dundee United | | 2:4 |
| |
Scottish League Cup 1957, Group 5 |
| 14.08.1957 | | Clyde | | Stranraer | | 10:0 |
| |
Scottish League Cup 1956, Group 6 |
| 01.09.1956 | | Berwick Rangers | | Stranraer | | 1:0 |
| |
Scottish League Cup 1956, Group 6 |
| 25.08.1956 | | Stranraer | | Cowdenbeath | | 1:3 |
| |
Scottish League Cup 1956, Group 6 |
| 15.08.1956 | | Stranraer | | Morton | | 1:4 |
| |
Scottish League Cup 1955, Group 9 |
| 20.08.1955 | | East Stirlingshire | | Stranraer | | 5:2 |
| |
Scottish League Cup 1955, Group 9 |
| 17.08.1955 | | Berwick Rangers | | Stranraer | | 2:0 |
| |