| 4. Round | 21/08/2022 | Celtic FC | - | Heart of Midlothian | 2:0 | ||||
| 5. Round | 28/08/2022 | Heart of Midlothian | - | St. Johnstone FC | 3:2 | ||||
| 6. Round | 03/09/2022 | Livingston FC | - | Heart of Midlothian | 1:0 | ||||
| 8. Round | 18/09/2022 | Motherwell FC | - | Heart of Midlothian | 0:3 | ||||
| 9. Round | 01/10/2022 | Heart of Midlothian | - | Rangers FC | 0:4 | ||||
| 10. Round | 09/10/2022 | Kilmarnock FC | - | Heart of Midlothian | 2:2 | ||||
| 11. Round | 16/10/2022 | Aberdeen FC | - | Heart of Midlothian | 2:0 | ||||
| 13. Round | 30/10/2022 | Ross County FC | - | Heart of Midlothian | 1:2 | ||||
| 14. Round | 06/11/2022 | Heart of Midlothian | - | Motherwell FC | 3:2 | ||||
| 25. Round | 04/02/2023 | Heart of Midlothian | - | Dundee United | 3:1 |
Scotland