Scottish League Cup 2019/20, Group D |
 | 20.07.2019 |  | Dundee | – | Peterhead | | 0:0,
pen. 4:2 |
| Dundee |
Scottish League Cup 2019/20, Group D |
| 17.07.2019 | | Cove Rangers | – | Dundee | | 0:0,
pen. 2:3 |
| Cove |
Scottish League Cup 2017/18, Group C |
| 30.07.2017 | | Dundee | – | Dundee United | | 1:1 (0:1),
pen. 3:4 |
| Dundee |
Scottish League Cup 2016/17, First Round, Group A |
| 16.07.2016 | | East Fife | – | Dundee | | 1:1 (0:1),
pen. 4:2 |
| Methil |
Scottish League Cup 2012/13, First Round |
| 31.07.2012 | | Peterhead | – | Dundee | | 0:0 aet,
pen. 1:4 |
| Peterhead |
Scottish League Cup 2010/11, Second Round |
| 24.08.2010 | | Brechin City | – | Dundee | | 2:2 aet
(0:0, 2:2),
pen. 3:1 |
| Brechin |
Scottish League Cup 2009/10, Third Round |
| 22.09.2009 | | Dundee | – | Aberdeen | | 2:2 aet
(1:0, 2:2) |
| Dundee |
Scottish League Cup 2007/08, Second Round |
| 28.08.2007 | | Dundee | – | Livingston | | 2:2 aet
(1:1, 2:2),
pen. 6:5 |
| Dundee |
Scottish League Cup 1996, Third Round |
| 03.09.1996 | | Dundee United | – | Dundee | | 2:2 aet,
pen. 2:4 |
| |
Scottish League Cup 1995, Quarterfinal |
| 20.09.1995 | | Dundee | – | Hearts | | 4:4 aet,
pen. 5:4 |
| |
Scottish League Cup 1993, Second Round |
| 10.08.1993 | | Meadowbank Thistle | – | Dundee | | 1:1 aet,
pen. 1:3 |
| |
Scottish League Cup 1990, Second Round |
| 21.08.1990 | | Queen of the South | – | Dundee | | 2:2 aet,
pen. 4:1 |
| |
Scottish League Cup 1984, Third Round |
| 29.08.1984 | | Dundee | – | Kilmarnock | | 1:1 aet,
pen. 3:2 |
| |
Scottish League Cup 1983/84, Group 3 |
| 25.10.1983 | | Dundee | – | Meadowbank Thistle | | 1:1 |
| |
Scottish League Cup 1983/84, Group 3 |
| 05.10.1983 | | Aberdeen | – | Dundee | | 0:0 |
| |
Scottish League Cup 1982, Group 2 |
| 01.09.1982 | | Dundee | – | Morton | | 3:3 |
| |
Scottish League Cup 1982, Group 2 |
| 14.08.1982 | | Aberdeen | – | Dundee | | 3:3 |
| |
Scottish League Cup 1981, Group 2 |
| 22.08.1981 | | Raith Rovers | – | Dundee | | 1:1 |
| |
Scottish League Cup 1980, Semifinal |
| 05.11.1980 | | Ayr United | – | Dundee | | 1:1 |
| |
Scottish League Cup 1980, Quarterfinal |
| 08.10.1980 | | Dundee | – | Aberdeen | | 0:0 |
| |
Scottish League Cup 1980, Third Round |
| 24.09.1980 | | Kilmarnock | – | Dundee | | 0:0 aet,
pen. 3:5 |
| |
Scottish League Cup 1980, Third Round |
| 03.09.1980 | | Dundee | – | Kilmarnock | | 0:0 |
| |
Scottish League Cup 1977/78, Third Round |
| 05.10.1977 | | Dundee | – | Queen of the South | | 0:0 |
| |
Scottish League Cup 1977/78, Second Round |
| 03.09.1977 | | Berwick Rangers | – | Dundee | | 1:1 |
| |
Scottish League Cup 1976, Group 1 |
| 25.08.1976 | | Motherwell | – | Dundee | | 3:3 |
| |
Scottish League Cup 1975, Group 2 |
| 20.08.1975 | | Dunfermline Athletic | – | Dundee | | 1:1 |
| |
Scottish League Cup 1975, Group 2 |
| 16.08.1975 | | Ayr United | – | Dundee | | 1:1 |
| |
Scottish League Cup 1973, Quarterfinal |
| 21.11.1973 | | Clyde | – | Dundee | | 2:2 |
| |
Scottish League Cup 1973, Second Round |
| 10.10.1973 | | Dundee | – | Dunfermline Athletic | | 2:2 |
| |
Scottish League Cup 1973, Group 3 |
| 29.08.1973 | | St. Johnstone | – | Dundee | | 1:1 |
| |
Scottish League Cup 1973, Group 3 |
| 25.08.1973 | | Hearts | – | Dundee | | 0:0 |
| |
Scottish League Cup 1971, Group 2 |
| 18.08.1971 | | Dundee | – | Falkirk | | 2:2 |
| |
Scottish League Cup 1971, Group 2 |
| 14.08.1971 | | Aberdeen | – | Dundee | | 1:1 |
| |
Scottish League Cup 1970, Quarterfinal |
| 09.09.1970 | | Dundee | – | Celtic | | 2:2 |
| |
Scottish League Cup 1969, Group 3 |
| 16.08.1969 | | Dundee | – | Kilmarnock | | 0:0 |
| |
Scottish League Cup 1968/69, Group 2 |
| 24.08.1968 | | Kilmarnock | – | Dundee | | 2:2 |
| |
Scottish League Cup 1968/69, Group 2 |
| 17.08.1968 | | Dundee | – | Airdrieonians | | 1:1 |
| |
Scottish League Cup 1967, Group 3 |
| 12.08.1967 | | Dundee | – | Hibernian | | 0:0 |
| |
Scottish League Cup 1966, Group 1 |
| 03.09.1966 | | St. Johnstone | – | Dundee | | 2:2 |
| |
Scottish League Cup 1966, Group 1 |
| 27.08.1966 | | Dundee | – | Dundee United | | 1:1 |
| |
Scottish League Cup 1965, Group 1 |
| 18.08.1965 | | Dundee | – | Dundee United | | 0:0 |
| |
Scottish League Cup 1963, Quarterfinal |
| 11.09.1963 | | Dundee | – | Hibernian | | 3:3 |
| |
Scottish League Cup 1961, Group 3 |
| 02.09.1961 | | Dundee | – | Third Lanark | | 2:2 |
| |
Scottish League Cup 1961, Group 3 |
| 30.08.1961 | | Dundee | – | Rangers | | 1:1 |
| |
Scottish League Cup 1957, Group 4 |
| 28.08.1957 | | Kilmarnock | – | Dundee | | 1:1 |
| |
Scottish League Cup 1957, Group 4 |
| 24.08.1957 | | Dundee | – | Queen's Park | | 1:1 |
| |
Scottish League Cup 1957, Group 4 |
| 17.08.1957 | | Dundee | – | Hearts | | 2:2 |
| |
Scottish League Cup 1956, Semifinal |
| 06.10.1956 | | Dundee | – | Partick Thistle | | 0:0 aet |
| |
Scottish League Cup 1956, Group 1 |
| 29.08.1956 | | Raith Rovers | – | Dundee | | 2:2 |
| |
Scottish League Cup 1955, Group 1 |
| 31.08.1955 | | Kilmarnock | – | Dundee | | 0:0 |
| |
Scottish League Cup 1955, Group 1 |
| 27.08.1955 | | Dundee | – | Airdrieonians | | 2:2 |
| |
Scottish League Cup 1953, Group 4 |
| 15.08.1953 | | Dundee | – | Partick Thistle | | 1:1 |
| |
Scottish League Cup 1952, Group 4 |
| 30.08.1952 | | Clyde | – | Dundee | | 3:3 |
| |
Scottish League Cup 1952, Group 4 |
| 16.08.1952 | | Dundee | – | Clyde | | 2:2 |
| |
Scottish League Cup 1951, Quarterfinal |
| 15.09.1951 | | Falkirk | – | Dundee | | 0:0 |
| |
Scottish League Cup 1951, Group 3 |
| 11.08.1951 | | St. Mirren | – | Dundee | | 2:2 |
| |
Scottish League Cup 1949, Group 3 |
| 13.08.1949 | | Dundee | – | Clyde | | 1:1 |
| |
Scottish League Cup 1948, Quarterfinal |
| 30.10.1948 | | Dundee | – | Alloa Athletic | | 1:1 aet |
| |
Scottish League Cup 1947, Group 3 |
| 13.09.1947 | | Dundee | – | Rangers | | 1:1 |
| |
Scottish League Cup 1947, Group 3 |
| 16.08.1947 | | Celtic | – | Dundee | | 1:1 |
| |
