| 5. Ronde | 14.09.2019 | Heart of Midlothian | - | Motherwell FC | 2:3 | ||||
| 7. Ronde | 28.09.2019 | St. Mirren FC | - | Heart of Midlothian | 0:0 | ||||
| 8. Ronde | 05.10.2019 | Heart of Midlothian | - | Kilmarnock FC | 0:1 | ||||
| 9. Ronde | 20.10.2019 | Heart of Midlothian | - | Rangers FC | 1:1 |  |
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| 10. Ronde | 26.10.2019 | Livingston FC | - | Heart of Midlothian | 0:0 | ||||
| 11. Ronde | 30.10.2019 | St. Johnstone FC | - | Heart of Midlothian | 1:0 | |
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| 16. Ronde | 04.12.2019 | Heart of Midlothian | - | Livingston FC | 1:1 |  |
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| 17. Ronde | 07.12.2019 | Motherwell FC | - | Heart of Midlothian | 1:0 | ||||
| 18. Ronde | 14.12.2019 | Heart of Midlothian | - | St. Johnstone FC | 0:1 | ||||
| 12. Ronde | 18.12.2019 | Heart of Midlothian | - | Celtic FC | 0:2 | |
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| 19. Ronde | 21.12.2019 | Hamilton Academical | - | Heart of Midlothian | 2:1 | |
Schotland