| 9. Jornada | 20.10.2018 | Heart of Midlothian | - | Aberdeen FC | 2:1 |  |
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| 15. Jornada | 02.12.2018 | Heart of Midlothian | - | Rangers FC | 1:2 | ||||
| 16. Jornada | 05.12.2018 | St. Johnstone FC | - | Heart of Midlothian | 2:2 | ||||
| 17. Jornada | 08.12.2018 | Heart of Midlothian | - | Motherwell FC | 1:0 | ||||
| 19. Jornada | 22.12.2018 | Aberdeen FC | - | Heart of Midlothian | 2:0 | ||||
| 20. Jornada | 26.12.2018 | Heart of Midlothian | - | Hamilton Academical | 2:0 | |
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| 21. Jornada | 29.12.2018 | Hibernian FC | - | Heart of Midlothian | 0:1 | ||||
| 23. Jornada | 26.01.2019 | Heart of Midlothian | - | St. Johnstone FC | 2:0 |  |
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| 26. Jornada | 17.02.2019 | Motherwell FC | - | Heart of Midlothian | 2:1 | ||||
| 28. Jornada | 27.02.2019 | Heart of Midlothian | - | Celtic FC | 1:2 | ||||
| 29. Jornada | 09.03.2019 | Dundee FC | - | Heart of Midlothian | 0:1 | ||||
| 32. Jornada | 03.04.2019 | Rangers FC | - | Heart of Midlothian | 3:0 | |
Canadá
Portugal