Scottish League Cup 2023/24, Group A |
 | 29.07.2023 |  | St. Johnstone | – | Stirling Albion | | 0:4 (0:2) |
| Perth |
Scottish League Cup 2023/24, Group A |
| 22.07.2023 | | Stirling Albion | – | Stenhousemuir | | 2:1 (2:1) |
| Stirling |
Scottish League Cup 2023/24, Group A |
| 18.07.2023 | | Alloa Athletic | – | Stirling Albion | | 1:2 (0:0) |
| Alloa |
Scottish League Cup 2022/23, Group A |
| 23.07.2022 | | Stirling Albion | – | Peterhead | | 3:0 (1:0) |
| Stirling |
Scottish League Cup 2022/23, Group A |
| 09.07.2022 | | Dumbarton | – | Stirling Albion | | 1:2 (0:0) |
| Dumbarton |
Scottish League Cup 2021/22, Group A |
| 24.07.2021 | | Stirling Albion | – | Peterhead | | 3:1 (2:1) |
| Stirling |
Scottish League Cup 2021/22, Group A |
| 10.07.2021 | | Cove Rangers | – | Stirling Albion | | 2:3 (0:1) |
| Cove |
Scottish League Cup 2020/21, Group D |
| 10.11.2020 | | Stirling Albion | – | Montrose | | 2:1 (2:1) |
| Stirling |
Scottish League Cup 2018/19, Group D |
| 21.07.2018 | | Peterhead | – | Stirling Albion | | 0:2 (0:1) |
| Peterhead |
Scottish League Cup 2017/18, Group A |
| 25.07.2017 | | Stirling Albion | – | Brechin City | | 2:0 (1:0) |
| Stirling |
Scottish League Cup 2017/18, Group A |
| 22.07.2017 | | Forfar Athletic | – | Stirling Albion | | 1:3 (0:2) |
| Forfar |
Scottish League Cup 2016/17, First Round, Group B |
| 26.07.2016 | | Stirling Albion | – | Elgin City | | 4:1 (1:1) |
| Stirling |
Scottish League Cup 2016/17, First Round, Group B |
| 16.07.2016 | | Stirling Albion | – | Falkirk | | 1:0 (1:0) |
| Stirling |
Scottish League Cup 2007/08, First Round |
| 07.08.2007 | | Brechin City | – | Stirling Albion | | 0:1 (0:1) |
| Brechin |
Scottish League Cup 2005/06, First Round |
| 10.08.2005 | | Stirling Albion | – | Queen of the South | | 2:1 (2:1) |
| |
Scottish League Cup 2004/05, First Round |
| 11.08.2004 | | Stirling Albion | – | Queen's Park | | 3:2 (2:0) |
| |
Scottish League Cup 2001/02, Second Round |
| 26.09.2001 | | Stirling Albion | – | St. Mirren | | 2:1 |
| |
Scottish League Cup 2001/02, First Round |
| 12.09.2001 | | Stirling Albion | – | Cowdenbeath | | 3:2 |
| |
Scottish League Cup 1998, First Round |
| 01.08.1998 | | Forfar Athletic | – | Stirling Albion | | 0:1 |
| |
Scottish League Cup 1997, Third Round |
| 20.08.1997 | | Stirling Albion | – | Kilmarnock | | 6:2 |
| |
Scottish League Cup 1997, Second Round |
| 09.08.1997 | | Partick Thistle | – | Stirling Albion | | 2:3 |
| |
Scottish League Cup 1995, Second Round |
| 19.08.1995 | | Stirling Albion | – | Hamilton Academical | | 2:0 |
| |
Scottish League Cup 1988, First Round |
| 10.08.1988 | | Alloa Athletic | – | Stirling Albion | | 2:4 |
| |
Scottish League Cup 1987, First Round |
| 12.08.1987 | | Berwick Rangers | – | Stirling Albion | | 1:2 aet |
| |
Scottish League Cup 1986, First Round |
| 13.08.1986 | | Meadowbank Thistle | – | Stirling Albion | | 1:4 |
| |
Scottish League Cup 1985, First Round |
| 14.08.1985 | | Queen's Park | – | Stirling Albion | | 1:2 |
| |
Scottish League Cup 1984, First Round |
| 15.08.1984 | | Stirling Albion | – | Stenhousemuir | | 2:0 |
| |
Scottish League Cup 1982, Group 6 |
| 28.08.1982 | | Queen of the South | – | Stirling Albion | | 0:2 |
| |
Scottish League Cup 1982, Group 6 |
| 14.08.1982 | | Stirling Albion | – | Queen of the South | | 2:0 |
| |
Scottish League Cup 1980, Second Round |
| 27.08.1980 | | Stirling Albion | – | Celtic | | 1:0 |
| |
Scottish League Cup 1979, Second Round |
| 01.09.1979 | | Brechin City | – | Stirling Albion | | 0:1 |
| |
Scottish League Cup 1979, Second Round |
| 29.08.1979 | | Stirling Albion | – | Brechin City | | 3:1 |
| |
Scottish League Cup 1977/78, Second Round |
| 31.08.1977 | | East Stirlingshire | – | Stirling Albion | | 0:1 |
| |
Scottish League Cup 1976, Quarterfinal |
| 06.10.1976 | | Stirling Albion | – | Aberdeen | | 1:0 aet |
| |
Scottish League Cup 1976, Group 7 |
| 01.09.1976 | | Stirling Albion | – | Morton | | 3:2 |
| |
Scottish League Cup 1976, Group 7 |
| 28.08.1976 | | East Stirlingshire | – | Stirling Albion | | 0:6 |
| |
Scottish League Cup 1976, Group 7 |
| 25.08.1976 | | Cowdenbeath | – | Stirling Albion | | 0:1 |
| |
Scottish League Cup 1975, Group 5 |
| 23.08.1975 | | Stirling Albion | – | Hamilton Academical | | 1:0 |
| |
Scottish League Cup 1975, Group 5 |
| 13.08.1975 | | Stirling Albion | – | Falkirk | | 3:0 |
| |
Scottish League Cup 1974, Group 7 |
| 24.08.1974 | | Stirling Albion | – | Clydebank | | 5:2 |
| |
Scottish League Cup 1974, Group 7 |
| 14.08.1974 | | Stirling Albion | – | Airdrieonians | | 2:1 |
| |
Scottish League Cup 1973, Group 6 |
| 25.08.1973 | | Cowdenbeath | – | Stirling Albion | | 1:5 |
| |
Scottish League Cup 1973, Group 6 |
| 22.08.1973 | | Stirling Albion | – | Queen of the South | | 2:0 |
| |
Scottish League Cup 1973, Group 6 |
| 18.08.1973 | | Stirling Albion | – | Cowdenbeath | | 4:1 |
| |
Scottish League Cup 1973, Group 6 |
| 11.08.1973 | | Stirling Albion | – | Raith Rovers | | 1:0 |
| |
Scottish League Cup 1972, Group 8 |
| 23.08.1972 | | Stirling Albion | – | Arbroath | | 2:1 |
| |
Scottish League Cup 1972, Group 8 |
| 16.08.1972 | | Arbroath | – | Stirling Albion | | 1:2 |
| |
Scottish League Cup 1971, Group 6 |
| 01.09.1971 | | Stirling Albion | – | Stenhousemuir | | 3:1 |
| |
Scottish League Cup 1971, Group 6 |
| 28.08.1971 | | Stirling Albion | – | Dumbarton | | 3:2 |
| |
Scottish League Cup 1971, Group 6 |
| 25.08.1971 | | Queen of the South | – | Stirling Albion | | 1:2 |
| |
Scottish League Cup 1971, Group 6 |
| 21.08.1971 | | Stenhousemuir | – | Stirling Albion | | 1:3 |
| |
Scottish League Cup 1971, Group 6 |
| 18.08.1971 | | Stirling Albion | – | Queen of the South | | 2:1 |
| |
Scottish League Cup 1970, Group 5 |
| 19.08.1970 | | Stirling Albion | – | East Fife | | 2:1 |
| |
Scottish League Cup 1969, Group 8 |
| 23.08.1969 | | Stirling Albion | – | Arbroath | | 4:1 |
| |
Scottish League Cup 1969, Group 8 |
| 16.08.1969 | | Forfar Athletic | – | Stirling Albion | | 0:3 |
| |
Scottish League Cup 1969, Group 8 |
| 09.08.1969 | | Arbroath | – | Stirling Albion | | 2:3 |
| |
Scottish League Cup 1968/69, Group 5 |
| 31.08.1968 | | Cowdenbeath | – | Stirling Albion | | 3:6 |
| |
Scottish League Cup 1968/69, Group 5 |
| 24.08.1968 | | Stirling Albion | – | Arbroath | | 1:0 |
| |
Scottish League Cup 1968/69, Group 5 |
| 17.08.1968 | | Stirling Albion | – | Cowdenbeath | | 2:1 |
| |
Scottish League Cup 1967, Group 4 |
| 02.09.1967 | | Stirling Albion | – | St. Johnstone | | 1:0 |
| |
Scottish League Cup 1967, Group 4 |
| 12.08.1967 | | Falkirk | – | Stirling Albion | | 0:2 |
| |
Scottish League Cup 1965, Group 6 |
| 04.09.1965 | | Stirling Albion | – | Arbroath | | 4:1 |
| |
Scottish League Cup 1965, Group 6 |
| 21.08.1965 | | Arbroath | – | Stirling Albion | | 1:3 |
| |
Scottish League Cup 1964, Group 9 |
| 22.08.1964 | | Stirling Albion | – | Cowdenbeath | | 4:0 |
| |
Scottish League Cup 1964, Group 9 |
| 08.08.1964 | | Brechin City | – | Stirling Albion | | 1:4 |
| |
Scottish League Cup 1963, Group 5 |
| 31.08.1963 | | Stirling Albion | – | Cowdenbeath | | 3:2 |
| |
Scottish League Cup 1963, Group 5 |
| 28.08.1963 | | Stirling Albion | – | Albion Rovers | | 2:0 |
| |
Scottish League Cup 1963, Group 5 |
| 24.08.1963 | | Alloa Athletic | – | Stirling Albion | | 2:4 |
| |
Scottish League Cup 1963, Group 5 |
| 17.08.1963 | | Cowdenbeath | – | Stirling Albion | | 1:2 |
| |
Scottish League Cup 1961, Quarterfinal |
| 20.09.1961 | | Stirling Albion | – | Ayr United | | 3:0 aet |
| |
Scottish League Cup 1961, Group 5 |
| 30.08.1961 | | Berwick Rangers | – | Stirling Albion | | 0:2 |
| |
Scottish League Cup 1961, Group 5 |
| 26.08.1961 | | Stirling Albion | – | Alloa Athletic | | 3:1 |
| |
Scottish League Cup 1961, Group 5 |
| 19.08.1961 | | Stirling Albion | – | Stranraer | | 4:1 |
| |
Scottish League Cup 1961, Group 5 |
| 16.08.1961 | | Stirling Albion | – | Berwick Rangers | | 4:2 |
| |
Scottish League Cup 1961, Group 5 |
| 12.08.1961 | | Alloa Athletic | – | Stirling Albion | | 2:3 |
| |
Scottish League Cup 1960, Group 8 |
| 03.09.1960 | | Stirling Albion | – | Brechin City | | 4:2 |
| |
Scottish League Cup 1960, Group 8 |
| 27.08.1960 | | Dundee United | – | Stirling Albion | | 0:3 |
| |
Scottish League Cup 1960, Group 8 |
| 20.08.1960 | | Brechin City | – | Stirling Albion | | 1:2 |
| |
Scottish League Cup 1958, Group 5 |
| 23.08.1958 | | Brechin City | – | Stirling Albion | | 2:5 |
| |
Scottish League Cup 1958, Group 5 |
| 16.08.1958 | | Stirling Albion | – | East Fife | | 1:0 |
| |
Scottish League Cup 1958, Group 5 |
| 09.08.1958 | | Stirling Albion | – | Brechin City | | 3:2 |
| |
Scottish League Cup 1957, Group 7 |
| 10.08.1957 | | Morton | – | Stirling Albion | | 0:1 |
| |
Scottish League Cup 1955, Group 6 |
| 27.08.1955 | | Stirling Albion | – | Queen's Park | | 1:0 |
| |
Scottish League Cup 1955, Group 6 |
| 20.08.1955 | | Stirling Albion | – | Ayr United | | 3:1 |
| |
Scottish League Cup 1954, Group 3 |
| 01.09.1954 | | Stirling Albion | – | Clyde | | 3:2 |
| |
Scottish League Cup 1954, Group 3 |
| 18.08.1954 | | Clyde | – | Stirling Albion | | 0:1 |
| |
Scottish League Cup 1953, Group 4 |
| 12.08.1953 | | Stirling Albion | – | Partick Thistle | | 3:0 |
| |
Scottish League Cup 1952, Quarterfinal |
| 13.09.1952 | | Stirling Albion | – | Dundee | | 3:1 |
| |
Scottish League Cup 1952, Group 6 |
| 27.08.1952 | | Stirling Albion | – | Dundee United | | 6:1 |
| |
Scottish League Cup 1952, Group 6 |
| 23.08.1952 | | Ayr United | – | Stirling Albion | | 1:2 |
| |
Scottish League Cup 1952, Group 6 |
| 16.08.1952 | | Stirling Albion | – | Dumbarton | | 3:0 |
| |
Scottish League Cup 1952, Group 6 |
| 13.08.1952 | | Dundee United | – | Stirling Albion | | 2:6 |
| |
Scottish League Cup 1952, Group 6 |
| 09.08.1952 | | Stirling Albion | – | Ayr United | | 2:0 |
| |
Scottish League Cup 1951, Group 2 |
| 25.08.1951 | | Stirling Albion | – | Motherwell | | 3:2 |
| |
Scottish League Cup 1950, Group 7 |
| 19.08.1950 | | Stirling Albion | – | Hamilton Academical | | 1:0 |
| |
Scottish League Cup 1949, Group 4 |
| 03.09.1949 | | Stirling Albion | – | Raith Rovers | | 4:1 |
| |
Scottish League Cup 1949, Group 4 |
| 27.08.1949 | | Hearts | – | Stirling Albion | | 4:5 |
| |
Scottish League Cup 1948, Group 5 |
| 16.10.1948 | | Stirling Albion | – | Cowdenbeath | | 5:2 |
| |
Scottish League Cup 1948, Group 5 |
| 02.10.1948 | | Stirling Albion | – | Dunfermline Athletic | | 4:3 |
| |
Scottish League Cup 1947, Group 8 |
| 23.08.1947 | | Stirling Albion | – | Kilmarnock | | 5:3 |
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