| Cuarta Ronda | 20.01.2019 | Heart of Midlothian | - | Livingston FC | 1:0 |  |
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| Octavos de final | 10.02.2019 | Heart of Midlothian | - | Auchinleck Talbot | 4:0 | ||||
| Cuartos de final | 04.03.2019 | Partick Thistle | - | Heart of Midlothian | 1:1 | ||||
| Cuartos de final | 12.03.2019 | Heart of Midlothian | - | Partick Thistle | 2:1 | |
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| Semifinales | 13.04.2019 | Heart of Midlothian | - | Inverness CT | 3:0 | |
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| Final | 25.05.2019 | Heart of Midlothian | - | Celtic FC | 1:2 |
Inglaterra