3. Round | 25/08/2019 | Celtic FC | - | Heart of Midlothian | 3:1 | ||||
4. Round | 31/08/2019 | Heart of Midlothian | - | Hamilton Academical | 2:2 | ||||
5. Round | 14/09/2019 | Heart of Midlothian | - | Motherwell FC | 2:3 | ||||
6. Round | 22/09/2019 | Hibernian FC | - | Heart of Midlothian | 1:2 | ||||
7. Round | 28/09/2019 | St. Mirren FC | - | Heart of Midlothian | 0:0 | ||||
8. Round | 05/10/2019 | Heart of Midlothian | - | Kilmarnock FC | 0:1 | ||||
9. Round | 20/10/2019 | Heart of Midlothian | - | Rangers FC | 1:1 | ||||
11. Round | 30/10/2019 | St. Johnstone FC | - | Heart of Midlothian | 1:0 | ||||
14. Round | 23/11/2019 | Kilmarnock FC | - | Heart of Midlothian | 3:0 | ||||
15. Round | 01/12/2019 | Rangers FC | - | Heart of Midlothian | 5:0 | ||||
16. Round | 04/12/2019 | Heart of Midlothian | - | Livingston FC | 1:1 | ||||
17. Round | 07/12/2019 | Motherwell FC | - | Heart of Midlothian | 1:0 | ||||
18. Round | 14/12/2019 | Heart of Midlothian | - | St. Johnstone FC | 0:1 | ||||
12. Round | 18/12/2019 | Heart of Midlothian | - | Celtic FC | 0:2 | ||||
19. Round | 21/12/2019 | Hamilton Academical | - | Heart of Midlothian | 2:1 |