Scottish League Cup 2019/20, Quarterfinal |
 | 25.09.2019 |  | Hearts | – | Aberdeen | | 2:2 aet
(1:2, 2:2),
pen. 3:0 |
| Edinburgh |
Scottish League Cup 2019/20, Group A |
| 27.07.2019 | | East Fife | – | Hearts | | 1:1 (0:1),
pen. 7:6 |
| Methil |
Scottish League Cup 2019/20, Group A |
| 12.07.2019 | | Hearts | – | Dundee United | | 1:1 (1:1),
pen. 5:3 |
| Edinburgh |
Scottish League Cup 2018/19, Group C |
| 21.07.2018 | | Raith Rovers | – | Hearts | | 1:1 (0:0),
pen. 2:4 |
| Methil |
Scottish League Cup 2017/18, Group B |
| 29.07.2017 | | Hearts | – | Dunfermline Athletic | | 2:2 (1:1),
pen. 1:3 |
| Edinburgh |
Scottish League Cup 2013/14, Semifinal |
| 02.02.2014 | | Hearts | – | Inverness | | 2:2 aet
(0:0, 2:2),
pen. 2:4 |
| Edinburgh |
Scottish League Cup 2013/14, Third Round |
| 25.09.2013 | | Hearts | – | Queen of the South | | 3:3 aet
(1:1, 2:2),
pen. 4:2 |
| Edinburgh |
Scottish League Cup 2013/14, Second Round |
| 27.08.2013 | | Raith Rovers | – | Hearts | | 1:1 aet
(0:0, 1:1),
pen. 4:5 |
| Kirkcaldy |
Scottish League Cup 2012/13, Semifinal |
| 26.01.2013 | | Inverness | – | Hearts | | 1:1 aet
(0:0, 1:1),
pen. 4:5 |
| Edinburgh |
Scottish League Cup 2012/13, Quarterfinal |
| 31.10.2012 | | Dundee United | – | Hearts | | 1:1 aet
(1:1, 1:1),
pen. 4:5 |
| Dundee |
Scottish League Cup 2011/12, Third Round |
| 21.09.2011 | | Ayr United | – | Hearts | | 1:1 aet
(0:0, 1:1),
pen. 4:1 |
| Ayr |
Scottish League Cup 2008/09, Second Round |
| 27.08.2008 | | Hearts | – | Airdrie United | | 0:0 aet,
pen. 3:4 |
| Edinburgh |
Scottish League Cup 2001/02, Second Round |
| 25.09.2001 | | Ross County | – | Hearts | | 0:0 aet,
pen. 5:4 |
| |
Scottish League Cup 1998, Quarterfinal |
| 09.09.1998 | | Hearts | – | Ross County | | 1:1 aet,
pen. 3:0 |
| |
Scottish League Cup 1996, Second Round |
| 14.08.1996 | | Hearts | – | Stenhousemuir | | 1:1 aet,
pen. 5:4 |
| |
Scottish League Cup 1995, Quarterfinal |
| 20.09.1995 | | Dundee | – | Hearts | | 4:4 aet,
pen. 5:4 |
| |
Scottish League Cup 1989, Quarterfinal |
| 30.08.1989 | | Hearts | – | Celtic | | 2:2 aet,
pen. 1:3 |
| |
Scottish League Cup 1983/84, Group 2 |
| 05.10.1983 | | Hearts | – | Clydebank | | 1:1 |
| |
Scottish League Cup 1983/84, Group 2 |
| 31.08.1983 | | St. Mirren | – | Hearts | | 2:2 |
| |
Scottish League Cup 1983/84, Second Round |
| 27.08.1983 | | Hearts | – | Cowdenbeath | | 1:1 aet,
pen. 4:2 |
| |
Scottish League Cup 1982, Quarterfinal |
| 08.09.1982 | | St. Mirren | – | Hearts | | 1:1 |
| |
Scottish League Cup 1981, Group 3 |
| 15.08.1981 | | Hearts | – | Kilmarnock | | 1:1 |
| |
Scottish League Cup 1979, Second Round |
| 01.09.1979 | | Ayr United | – | Hearts | | 2:2 |
| |
Scottish League Cup 1976, Group 1 |
| 25.08.1976 | | Hearts | – | Partick Thistle | | 3:3 |
| |
Scottish League Cup 1974, Quarterfinal |
| 11.09.1974 | | Hearts | – | Falkirk | | 0:0 |
| |
Scottish League Cup 1973, Group 3 |
| 29.08.1973 | | Partick Thistle | – | Hearts | | 0:0 |
| |
Scottish League Cup 1973, Group 3 |
| 25.08.1973 | | Hearts | – | Dundee | | 0:0 |
| |
Scottish League Cup 1972, Group 6 |
| 26.08.1972 | | Hearts | – | Dumbarton | | 1:1 |
| |
Scottish League Cup 1972, Group 6 |
| 19.08.1972 | | Berwick Rangers | – | Hearts | | 1:1 |
| |
Scottish League Cup 1972, Group 6 |
| 16.08.1972 | | Hearts | – | Airdrieonians | | 0:0 |
| |
Scottish League Cup 1970, Group 1 |
| 19.08.1970 | | Hearts | – | Dundee United | | 0:0 |
| |
Scottish League Cup 1969, Group 4 |
| 13.08.1969 | | Hearts | – | St. Mirren | | 0:0 |
| |
Scottish League Cup 1968/69, Group 2 |
| 31.08.1968 | | Hearts | – | Kilmarnock | | 0:0 |
| |
Scottish League Cup 1968/69, Group 2 |
| 17.08.1968 | | Kilmarnock | – | Hearts | | 3:3 |
| |
Scottish League Cup 1966, Group 4 |
| 17.08.1966 | | St. Mirren | – | Hearts | | 0:0 |
| |
Scottish League Cup 1965, Group 2 |
| 18.08.1965 | | Aberdeen | – | Hearts | | 1:1 |
| |
Scottish League Cup 1964, Group 3 |
| 08.08.1964 | | Kilmarnock | – | Hearts | | 1:1 |
| |
Scottish League Cup 1963, Group 1 |
| 31.08.1963 | | Hearts | – | Partick Thistle | | 2:2 |
| |
Scottish League Cup 1963, Group 1 |
| 28.08.1963 | | Hearts | – | Motherwell | | 0:0 |
| |
Scottish League Cup 1963, Group 1 |
| 17.08.1963 | | Partick Thistle | – | Hearts | | 2:2 |
| |
Scottish League Cup 1961, Final |
| 28.10.1961 | | Rangers | – | Hearts | | 1:1 aet |
| Glasgow |
Scottish League Cup 1960, Group 1 |
| 13.08.1960 | | Hearts | – | St. Mirren | | 1:1 |
| |
Scottish League Cup 1959, Quarterfinal |
| 09.09.1959 | | Motherwell | – | Hearts | | 1:1 |
| |
Scottish League Cup 1959, Group 3 |
| 29.08.1959 | | Hearts | – | Stirling Albion | | 2:2 |
| |
Scottish League Cup 1959, Group 3 |
| 12.08.1959 | | Hearts | – | Aberdeen | | 2:2 |
| |
Scottish League Cup 1957, Group 4 |
| 28.08.1957 | | Queen's Park | – | Hearts | | 0:0 |
| |
Scottish League Cup 1957, Group 4 |
| 24.08.1957 | | Hearts | – | Kilmarnock | | 1:1 |
| |
Scottish League Cup 1957, Group 4 |
| 17.08.1957 | | Dundee | – | Hearts | | 2:2 |
| |
Scottish League Cup 1956, Group 4 |
| 01.09.1956 | | Falkirk | – | Hearts | | 1:1 |
| |
Scottish League Cup 1956, Group 4 |
| 29.08.1956 | | Hearts | – | Partick Thistle | | 2:2 |
| |
Scottish League Cup 1953, Group 3 |
| 26.08.1953 | | Hearts | – | Rangers | | 1:1 |
| |
Scottish League Cup 1953, Group 3 |
| 22.08.1953 | | Hamilton Academical | – | Hearts | | 1:1 |
| |
Scottish League Cup 1952, Group 3 |
| 27.08.1952 | | Hearts | – | Aberdeen | | 1:1 |
| |
Scottish League Cup 1951, Group 3 |
| 18.08.1951 | | St. Mirren | – | Hearts | | 5:5 |
| |
Scottish League Cup 1950, Group 3 |
| 12.08.1950 | | Partick Thistle | – | Hearts | | 1:1 |
| |
Scottish League Cup 1949, Group 4 |
| 20.08.1949 | | Hearts | – | East Fife | | 1:1 |
| |
Scottish League Cup 1948, Group 3 |
| 11.09.1948 | | Hearts | – | Partick Thistle | | 2:2 |
| |
Scottish League Cup 1946/47, Section 1 |
| 26.10.1946 | | Hearts | – | Partick Thistle | | 1:1 (1:1) |
| Edinburgh |
Scottish League Cup 1946/47, Section 1 |
| 05.10.1946 | | Partick Thistle | – | Hearts | | 4:4 (2:1) |
| Glasgow |
