| 22. Round | 23/01/2019 | Heart of Midlothian | - | Dundee FC | 1:2 |  |
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| 23. Round | 26/01/2019 | Heart of Midlothian | - | St. Johnstone FC | 2:0 | ||||
| 28. Round | 27/02/2019 | Heart of Midlothian | - | Celtic FC | 1:2 | ||||
| 29. Round | 09/03/2019 | Dundee FC | - | Heart of Midlothian | 0:1 | ||||
| 30. Round | 16/03/2019 | Hamilton Academical | - | Heart of Midlothian | 1:0 |
Czech Republic