1. Round | 04/08/2019 | Aberdeen FC | - | Heart of Midlothian | 3:2 | ||||
6. Round | 22/09/2019 | Hibernian FC | - | Heart of Midlothian | 1:2 | ||||
8. Round | 05/10/2019 | Heart of Midlothian | - | Kilmarnock FC | 0:1 | ||||
10. Round | 26/10/2019 | Livingston FC | - | Heart of Midlothian | 0:0 | ||||
13. Round | 09/11/2019 | Heart of Midlothian | - | St. Mirren FC | 5:2 | ||||
14. Round | 23/11/2019 | Kilmarnock FC | - | Heart of Midlothian | 3:0 | ||||
21. Round | 29/12/2019 | Heart of Midlothian | - | Aberdeen FC | 1:1 | ||||
22. Round | 22/01/2020 | Ross County FC | - | Heart of Midlothian | 0:0 | ||||
29. Round | 03/03/2020 | Hibernian FC | - | Heart of Midlothian | 1:3 | ||||
30. Round | 07/03/2020 | Heart of Midlothian | - | Motherwell FC | 1:1 | ||||
28. Round | 11/03/2020 | St. Mirren FC | - | Heart of Midlothian | 1:0 |