Scottish League Cup 2023/24, Group C |
 | 22.07.2023 | | Brechin City | – | Cove Rangers | | 2:3 (2:1) |
| Brechin |
Scottish League Cup 2023/24, Group C |
| 18.07.2023 | | Hamilton Academical | – | Brechin City | | 1:0 (1:0) |
| Hamilton |
Scottish League Cup 2023/24, Group C |
| 15.07.2023 | | Brechin City | – | Livingston | | 0:3 (0:1) |
| Brechin |
Scottish League Cup 2021/22, Group D |
| 17.07.2021 | | Cowdenbeath | – | Brechin City | | 3:2 (2:0) |
| Cowdenbeath |
Scottish League Cup 2021/22, Group D |
| 13.07.2021 | | Raith Rovers | – | Brechin City | | 4:0 (1:0) |
| Kirkcaldy |
Scottish League Cup 2021/22, Group D |
| 10.07.2021 | | Brechin City | – | Livingston | | 0:3 (0:1) |
| Brechin |
Scottish League Cup 2020/21, Group C |
| 14.11.2020 | | Brechin City | – | Kelty Hearts | | 0:2 (0:0) |
| Brechin |
Scottish League Cup 2020/21, Group C |
| 13.10.2020 | | Peterhead | – | Brechin City | | 3:1 (3:0) |
| Peterhead |
Scottish League Cup 2020/21, Group C |
| 10.10.2020 | | St. Johnstone | – | Brechin City | | 7:0 (2:0) |
| Perth |
Scottish League Cup 2020/21, Group C |
| 07.10.2020 | | Brechin City | – | Dundee United | | 2:6 (0:3) |
| Brechin |
Scottish League Cup 2019/20, Group B |
| 24.07.2019 | | St. Johnstone | – | Brechin City | | 4:0 (2:0) |
| Perth |
Scottish League Cup 2019/20, Group B |
| 16.07.2019 | | Brechin City | – | Ross County | | 0:4 (0:2) |
| Brechin |
Scottish League Cup 2019/20, Group B |
| 13.07.2019 | | Forfar Athletic | – | Brechin City | | 3:0 (2:0) |
| Forfar |
Scottish League Cup 2018/19, Group D |
| 28.07.2018 | | Dundee | – | Brechin City | | 2:0 (1:0) |
| Dundee |
Scottish League Cup 2018/19, Group D |
| 25.07.2018 | | Brechin City | – | Dunfermline Athletic | | 1:7 (0:4) |
| Brechin |
Scottish League Cup 2017/18, Group A |
| 29.07.2017 | | Brechin City | – | Falkirk | | 0:3 (0:1) |
| Brechin |
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 |
| 15.07.2017 | | Inverness | – | Brechin City | | 3:0 (2:0) |
| Inverness |
Scottish League Cup 2016/17, First Round, Group B |
| 30.07.2016 | | Falkirk | – | Brechin City | | 2:0 (0:0) |
| Falkirk |
Scottish League Cup 2016/17, First Round, Group B |
| 23.07.2016 | | Elgin City | – | Brechin City | | 4:2 (2:1) |
| Elgin |
Scottish League Cup 2015/16, First Round |
| 01.08.2015 | | Ayr United | – | Brechin City | | 2:0 (1:0) |
| Ayr |
Scottish League Cup 2014/15, First Round |
| 02.08.2014 | | Brechin City | – | Dumbarton | | 0:1 (0:0) |
| Brechin |
Scottish League Cup 2013/14, First Round |
| 03.08.2013 | | Stranraer | – | Brechin City | | 4:3 (3:0) |
| Stranraer |
Scottish League Cup 2012/13, First Round |
| 04.08.2012 | | Stenhousemuir | – | Brechin City | | 4:0 (1:0) |
| Stenhousemuir |
Scottish League Cup 2011/12, First Round |
| 30.07.2011 | | Brechin City | – | Clyde | | 2:4 aet |
| Brechin |
Scottish League Cup 2010/11, Third Round |
| 21.09.2010 | | Brechin City | – | Motherwell | | 0:2 (0:1) |
| Brechin |
Scottish League Cup 2009/10, Second Round |
| 26.08.2009 | | Hibernian | – | Brechin City | | 3:0 (2:0) |
| Edinburgh |
Scottish League Cup 2008/09, Second Round |
| 27.08.2008 | | Brechin City | – | Kilmarnock | | 0:2 (0:0) |
| Brechin |
Scottish League Cup 2007/08, First Round |
| 07.08.2007 | | Brechin City | – | Stirling Albion | | 0:1 (0:1) |
| Brechin |
Scottish League Cup 2006/07, Second Round |
| 22.08.2006 | | Brechin City | – | Livingston | | 0:3 (0:2) |
| Brechin |
Scottish League Cup 2003/04, Third Round |
| 28.10.2003 | | Aberdeen | – | Brechin City | | 5:0 (4:0) |
| Aberdeen |
Scottish League Cup 2002/03, First Round |
| 07.09.2002 | | Stranraer | – | Brechin City | | 6:1 (5:0) |
| |
Scottish League Cup 2001/02, First Round |
| 11.09.2001 | | Ross County | – | Brechin City | | 3:0 |
| |
Scottish League Cup 2000/01, First Round |
| 08.08.2000 | | Arbroath | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1999/00, First Round |
| 31.07.1999 | | Brechin City | – | Dumbarton | | 0:2 |
| |
Scottish League Cup 1997, First Round |
| 02.08.1997 | | Berwick Rangers | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1996, Second Round |
| 13.08.1996 | | Brechin City | – | Hibernian | | 0:2 |
| |
Scottish League Cup 1995, First Round |
| 05.08.1995 | | Brechin City | – | East Fife | | 2:3 |
| |
Scottish League Cup 1994, Second Round |
| 16.08.1994 | | Partick Thistle | – | Brechin City | | 5:0 |
| |
Scottish League Cup 1993, Second Round |
| 10.08.1993 | | Brechin City | – | St. Mirren | | 0:1 |
| |
Scottish League Cup 1992, Third Round |
| 19.08.1992 | | Brechin City | – | Hearts | | 1:2 |
| |
Scottish League Cup 1990, Second Round |
| 21.08.1990 | | Brechin City | – | Hamilton Academical | | 0:2 |
| |
Scottish League Cup 1989, Second Round |
| 16.08.1989 | | Brechin City | – | Falkirk | | 0:3 |
| |
Scottish League Cup 1988, Second Round |
| 17.08.1988 | | Brechin City | – | Morton | | 0:2 |
| |
Scottish League Cup 1987, Second Round |
| 19.08.1987 | | Aberdeen | – | Brechin City | | 5:1 |
| |
Scottish League Cup 1986, Second Round |
| 19.08.1986 | | Brechin City | – | Hamilton Academical | | 0:1 aet |
| |
Scottish League Cup 1985, Third Round |
| 28.08.1985 | | Celtic | – | Brechin City | | 7:0 |
| |
Scottish League Cup 1984, Third Round |
| 29.08.1984 | | Brechin City | – | St. Johnstone | | 2:4 |
| |
Scottish League Cup 1983/84, Second Round |
| 23.08.1983 | | Brechin City | – | Celtic | | 0:1 |
| |
Scottish League Cup 1981, Quarterfinal |
| 23.09.1981 | | Rangers | – | Brechin City | | 1:0 |
| |
Scottish League Cup 1981, Quarterfinal |
| 02.09.1981 | | Brechin City | – | Rangers | | 0:4 |
| |
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 | | Cowdenbeath | – | Brechin City | | 4:0 |
| |
Scottish League Cup 1980, Second Round |
| 30.08.1980 | | Clyde | – | Brechin City | | 2:1 |
| |
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 1978/79, Second Round |
| 02.09.1978 | | Hibernian | – | Brechin City | | 3:1 |
| |
Scottish League Cup 1978/79, Second Round |
| 30.08.1978 | | Brechin City | – | Hibernian | | 0:3 |
| |
Scottish League Cup 1977/78, Second Round |
| 31.08.1977 | | Queen of the South | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1976, Group 9 |
| 28.08.1976 | | Brechin City | – | Albion Rovers | | 0:2 |
| |
Scottish League Cup 1975, Group 9 |
| 16.08.1975 | | Forfar Athletic | – | Brechin City | | 4:0 |
| |
Scottish League Cup 1975, Group 9 |
| 13.08.1975 | | Cowdenbeath | – | Brechin City | | 5:2 |
| |
Scottish League Cup 1974, Group 9 |
| 24.08.1974 | | East Stirlingshire | – | Brechin City | | 3:2 |
| |
Scottish League Cup 1974, Group 9 |
| 14.08.1974 | | Albion Rovers | – | Brechin City | | 6:1 |
| |
Scottish League Cup 1973, Group 9 |
| 18.08.1973 | | Albion Rovers | – | Brechin City | | 4:1 |
| |
Scottish League Cup 1973, Group 9 |
| 11.08.1973 | | Stranraer | – | Brechin City | | 2:1 |
| |
Scottish League Cup 1972, Group 9 |
| 23.08.1972 | | Brechin City | – | Alloa Athletic | | 1:2 |
| |
Scottish League Cup 1972, Group 9 |
| 19.08.1972 | | Albion Rovers | – | Brechin City | | 3:0 |
| |
Scottish League Cup 1972, Group 9 |
| 12.08.1972 | | Hamilton Academical | – | Brechin City | | 1:0 |
| |
Scottish League Cup 1971, Group 9 |
| 25.08.1971 | | Brechin City | – | East Stirlingshire | | 1:4 |
| |
Scottish League Cup 1970, Group 6 |
| 26.08.1970 | | Alloa Athletic | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1970, Group 6 |
| 22.08.1970 | | Berwick Rangers | – | Brechin City | | 4:1 |
| |
Scottish League Cup 1970, Group 6 |
| 19.08.1970 | | Brechin City | – | Dumbarton | | 1:3 |
| |
Scottish League Cup 1970, Group 6 |
| 15.08.1970 | | Brechin City | – | Alloa Athletic | | 1:3 |
| |
Scottish League Cup 1970, Group 6 |
| 08.08.1970 | | Brechin City | – | Berwick Rangers | | 2:3 |
| |
Scottish League Cup 1969, Supplementary Round |
| 03.09.1969 | | Dumbarton | – | Brechin City | | 5:2 |
| |
Scottish League Cup 1969, Group 9 |
| 20.08.1969 | | Alloa Athletic | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1968/69, Group 9 |
| 24.08.1968 | | Stenhousemuir | – | Brechin City | | 1:0 |
| |
Scottish League Cup 1968/69, Group 9 |
| 14.08.1968 | | Brechin City | – | Alloa Athletic | | 2:3 |
| |
Scottish League Cup 1967, Group 9 |
| 12.08.1967 | | Clydebank | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1966, Supplementary Round |
| 07.09.1966 | | Morton | – | Brechin City | | 5:2 |
| |
Scottish League Cup 1966, Supplementary Round |
| 05.09.1966 | | Brechin City | – | Morton | | 1:2 |
| |
Scottish League Cup 1965, Group 9 |
| 04.09.1965 | | Stenhousemuir | – | Brechin City | | 1:0 |
| |
Scottish League Cup 1965, Group 9 |
| 28.08.1965 | | Brechin City | – | Ayr United | | 0:1 |
| |
Scottish League Cup 1965, Group 9 |
| 18.08.1965 | | Montrose | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1964, Group 9 |
| 15.08.1964 | | Brechin City | – | Alloa Athletic | | 3:5 |
| |
Scottish League Cup 1964, Group 9 |
| 12.08.1964 | | Forfar Athletic | – | Brechin City | | 4:1 |
| |
Scottish League Cup 1964, Group 9 |
| 08.08.1964 | | Brechin City | – | Stirling Albion | | 1:4 |
| |
Scottish League Cup 1963, Group 9 |
| 17.08.1963 | | Berwick Rangers | – | Brechin City | | 4:1 |
| |
Scottish League Cup 1962, Group 9 |
| 25.08.1962 | | Brechin City | – | Albion Rovers | | 0:4 |
| |
Scottish League Cup 1962, Group 9 |
| 18.08.1962 | | Brechin City | – | Dumbarton | | 3:5 |
| |
Scottish League Cup 1962, Group 9 |
| 11.08.1962 | | Stenhousemuir | – | Brechin City | | 2:1 |
| |
Scottish League Cup 1961, Group 7 |
| 02.09.1961 | | Arbroath | – | Brechin City | | 4:1 |
| |
Scottish League Cup 1961, Group 7 |
| 30.08.1961 | | Queen of the South | – | Brechin City | | 5:1 |
| |
Scottish League Cup 1961, Group 7 |
| 26.08.1961 | | Brechin City | – | East Fife | | 2:8 |
| |
Scottish League Cup 1961, Group 7 |
| 19.08.1961 | | Brechin City | – | Arbroath | | 1:2 |
| |
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 | | East Fife | – | Brechin City | | 3:1 |
| |
Scottish League Cup 1960, Group 8 |
| 03.09.1960 | | Stirling Albion | – | Brechin City | | 4:2 |
| |
Scottish League Cup 1960, Group 8 |
| 27.08.1960 | | Stenhousemuir | – | Brechin City | | 2:1 |
| |
Scottish League Cup 1960, Group 8 |
| 20.08.1960 | | Brechin City | – | Stirling Albion | | 1:2 |
| |
Scottish League Cup 1960, Group 8 |
| 17.08.1960 | | Dundee United | – | Brechin City | | 2:1 |
| |
Scottish League Cup 1960, Group 8 |
| 13.08.1960 | | Brechin City | – | Stenhousemuir | | 1:3 |
| |
Scottish League Cup 1959, Group 7 |
| 22.08.1959 | | East Fife | – | Brechin City | | 3:0 |
| |
Scottish League Cup 1958, Group 5 |
| 30.08.1958 | | Brechin City | – | Dunfermline Athletic | | 1:2 |
| |
Scottish League Cup 1958, Group 5 |
| 27.08.1958 | | East Fife | – | Brechin City | | 5:1 |
| |
Scottish League Cup 1958, Group 5 |
| 23.08.1958 | | Brechin City | – | Stirling Albion | | 2:5 |
| |
Scottish League Cup 1958, Group 5 |
| 16.08.1958 | | Dunfermline Athletic | – | Brechin City | | 4:1 |
| |
Scottish League Cup 1958, Group 5 |
| 13.08.1958 | | Brechin City | – | East Fife | | 0:3 |
| |
Scottish League Cup 1958, Group 5 |
| 09.08.1958 | | Stirling Albion | – | Brechin City | | 3:2 |
| |
Scottish League Cup 1957, Semifinal |
| 28.09.1957 | | Rangers | – | Brechin City | | 4:0 |
| |
Scottish League Cup 1957, Group 6 |
| 31.08.1957 | | Dunfermline Athletic | – | Brechin City | | 3:1 |
| |
Scottish League Cup 1957, Group 6 |
| 24.08.1957 | | Ayr United | – | Brechin City | | 4:2 |
| |
Scottish League Cup 1956, Quarterfinal |
| 15.09.1956 | | Clyde | – | Brechin City | | 3:1 |
| |
Scottish League Cup 1956, Group 5 |
| 25.08.1956 | | Brechin City | – | Dumbarton | | 3:4 |
| |
Scottish League Cup 1955, Group 8 |
| 20.08.1955 | | Morton | – | Brechin City | | 7:1 |
| |
Scottish League Cup 1955, Group 8 |
| 17.08.1955 | | Stenhousemuir | – | Brechin City | | 2:0 |
| |
Scottish League Cup 1954, Group 6 |
| 01.09.1954 | | Brechin City | – | Ayr United | | 2:4 |
| |
Scottish League Cup 1954, Group 6 |
| 28.08.1954 | | Dunfermline Athletic | – | Brechin City | | 2:1 |
| |
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