| 1. Jornada | 04.08.2019 | Aberdeen FC | - | Heart of Midlothian | 3:2 | ||||
| 2. Jornada | 10.08.2019 | Heart of Midlothian | - | Ross County FC | 0:0 | ||||
| 16. Jornada | 04.12.2019 | Heart of Midlothian | - | Livingston FC | 1:1 | ||||
| 18. Jornada | 14.12.2019 | Heart of Midlothian | - | St. Johnstone FC | 0:1 | ||||
| 27. Jornada | 15.02.2020 | Heart of Midlothian | - | Hamilton Academical | 2:2 | ||||
| 29. Jornada | 03.03.2020 | Hibernian FC | - | Heart of Midlothian | 1:3 | ||||
| 30. Jornada | 07.03.2020 | Heart of Midlothian | - | Motherwell FC | 1:1 | ||||
| 28. Jornada | 11.03.2020 | St. Mirren FC | - | Heart of Midlothian | 1:0 |
República Checa