Scottish League Cup 2023/24, Group H |
 | 19.07.2023 |  | Arbroath | – | Cowdenbeath | | 1:1 (0:0),
pen. 4:3 |
| Arbroath |
Scottish League Cup 2021/22, Second round |
| 15.08.2021 | | Arbroath | – | St. Johnstone | | 2:2 aet
(1:0, 1:1),
pen. 2:3 |
| Arbroath |
Scottish League Cup 2018/19, Group A |
| 14.07.2018 | | Dundee United | – | Arbroath | | 1:1 (0:0),
pen. 3:5 |
| Dundee |
Scottish League Cup 2017/18, Group D |
| 29.07.2017 | | Arbroath | – | Ross County | | 0:0,
pen. 4:5 |
| Arbroath |
Scottish League Cup 2017/18, Group D |
| 18.07.2017 | | Alloa Athletic | – | Arbroath | | 1:1 (0:1),
pen. 5:6 |
| Alloa |
Scottish League Cup 2016/17, First Round, Group C |
| 15.07.2016 | | Arbroath | – | Dundee United | | 1:1 (0:0),
pen. 3:5 |
| Arbroath |
Scottish League Cup 2012/13, First Round |
| 04.08.2012 | | Arbroath | – | Stirling Albion | | 1:1 aet
(0:1, 1:1),
pen. 3:2 |
| Arbroath |
Scottish League Cup 2008/09, Second Round |
| 27.08.2008 | | Arbroath | – | Inverness | | 2:2 aet
(1:1, 2:2),
pen. 2:4 |
| Arbroath |
Scottish League Cup 1994, First Round |
| 10.08.1994 | | Arbroath | – | Alloa Athletic | | 1:1 aet,
pen. 2:3 |
| |
Scottish League Cup 1983/84, First Round |
| 17.08.1983 | | East Fife | – | Arbroath | | 1:1 |
| |
Scottish League Cup 1982, Group 1 |
| 18.08.1982 | | Dunfermline Athletic | – | Arbroath | | 0:0 |
| |
Scottish League Cup 1981, Supplementary Round |
| 02.09.1981 | | Forfar Athletic | – | Arbroath | | 2:2 |
| |
Scottish League Cup 1981, Group 9 |
| 19.08.1981 | | East Fife | – | Arbroath | | 1:1 |
| |
Scottish League Cup 1978/79, Third Round |
| 04.10.1978 | | Arbroath | – | Airdrieonians | | 1:1 |
| |
Scottish League Cup 1974, Group 1 |
| 14.08.1974 | | Arbroath | – | Dumbarton | | 3:3 |
| |
Scottish League Cup 1972, Group 8 |
| 28.08.1972 | | Celtic | – | Arbroath | | 3:3 |
| |
Scottish League Cup 1971, Group 7 |
| 25.08.1971 | | Raith Rovers | – | Arbroath | | 1:1 |
| |
Scottish League Cup 1971, Group 7 |
| 21.08.1971 | | Arbroath | – | East Fife | | 2:2 |
| |
Scottish League Cup 1968/69, Group 5 |
| 17.08.1968 | | Arbroath | – | Ayr United | | 1:1 |
| |
Scottish League Cup 1968/69, Group 5 |
| 14.08.1968 | | Cowdenbeath | – | Arbroath | | 1:1 |
| |
Scottish League Cup 1967, Group 8 |
| 30.08.1967 | | Albion Rovers | – | Arbroath | | 1:1 |
| |
Scottish League Cup 1967, Group 8 |
| 26.08.1967 | | Arbroath | – | Alloa Athletic | | 1:1 |
| |
Scottish League Cup 1966, Group 6 |
| 27.08.1966 | | Third Lanark | – | Arbroath | | 1:1 |
| |
Scottish League Cup 1966, Group 6 |
| 20.08.1966 | | Arbroath | – | Morton | | 0:0 |
| |
Scottish League Cup 1966, Group 6 |
| 17.08.1966 | | East Fife | – | Arbroath | | 0:0 |
| |
Scottish League Cup 1965, Group 6 |
| 18.08.1965 | | Arbroath | – | Raith Rovers | | 2:2 |
| |
Scottish League Cup 1965, Group 6 |
| 14.08.1965 | | Queen's Park | – | Arbroath | | 2:2 |
| |
Scottish League Cup 1964, Group 7 |
| 29.08.1964 | | Arbroath | – | Queen's Park | | 2:2 |
| |
Scottish League Cup 1964, Group 7 |
| 12.08.1964 | | Clyde | – | Arbroath | | 1:1 |
| |
Scottish League Cup 1963, Group 8 |
| 28.08.1963 | | Arbroath | – | East Fife | | 1:1 |
| |
Scottish League Cup 1963, Group 8 |
| 10.08.1963 | | Arbroath | – | Dumbarton | | 1:1 |
| |
Scottish League Cup 1962, Group 8 |
| 01.09.1962 | | Alloa Athletic | – | Arbroath | | 2:2 |
| |
Scottish League Cup 1962, Group 8 |
| 25.08.1962 | | Arbroath | – | Morton | | 3:3 |
| |
Scottish League Cup 1962, Group 8 |
| 11.08.1962 | | Morton | – | Arbroath | | 2:2 |
| |
Scottish League Cup 1960, Group 6 |
| 31.08.1960 | | St. Johnstone | – | Arbroath | | 2:2 |
| |
Scottish League Cup 1960, Group 6 |
| 27.08.1960 | | Arbroath | – | Falkirk | | 2:2 |
| |
Scottish League Cup 1960, Group 6 |
| 17.08.1960 | | Arbroath | – | St. Johnstone | | 0:0 |
| |
Scottish League Cup 1960, Group 6 |
| 13.08.1960 | | Falkirk | – | Arbroath | | 2:2 |
| |
Scottish League Cup 1959, Quarterfinal |
| 09.09.1959 | | Raith Rovers | – | Arbroath | | 2:2 |
| |
Scottish League Cup 1958, Quarterfinal |
| 17.09.1958 | | Arbroath | – | Partick Thistle | | 1:1 |
| |
Scottish League Cup 1957, Group 8 |
| 10.08.1957 | | Arbroath | – | Hamilton Academical | | 1:1 |
| |
Scottish League Cup 1955, Group 5 |
| 03.09.1955 | | Arbroath | – | Cowdenbeath | | 1:1 |
| |
Scottish League Cup 1954, Group 8 |
| 01.09.1954 | | Arbroath | – | Morton | | 2:2 |
| |
Scottish League Cup 1954, Group 8 |
| 28.08.1954 | | Alloa Athletic | – | Arbroath | | 3:3 |
| |
Scottish League Cup 1953, Group 8 |
| 12.08.1953 | | Arbroath | – | Forfar Athletic | | 0:0 |
| |
Scottish League Cup 1952, Group 5 |
| 27.08.1952 | | Arbroath | – | Alloa Athletic | | 1:1 |
| |
Scottish League Cup 1951, Group 7 |
| 29.08.1951 | | Arbroath | – | St. Johnstone | | 2:2 |
| |
Scottish League Cup 1950, Group 8 |
| 16.08.1950 | | Arbroath | – | Alloa Athletic | | 1:1 |
| |
Scottish League Cup 1948, Group 8 |
| 16.10.1948 | | Dumbarton | – | Arbroath | | 1:1 |
| |
Scottish League Cup 1948, Group 8 |
| 02.10.1948 | | Arbroath | – | Ayr United | | 1:1 |
| |
Scottish League Cup 1946/47, Section 7 |
| 19.10.1946 | | Arbroath | – | Cowdenbeath | | 3:3 |
| |
