| 18. Round | 24/12/2022 | Dundee United | - | Heart of Midlothian | 2:2 | ||||
| 19. Round | 28/12/2022 | St. Johnstone FC | - | Heart of Midlothian | 2:3 | ||||
| 20. Round | 02/01/2023 | Heart of Midlothian | - | Hibernian FC | 3:0 | ||||
| 21. Round | 07/01/2023 | St. Mirren FC | - | Heart of Midlothian | 1:1 | ||||
| 7. Round | 13/01/2023 | Heart of Midlothian | - | St. Mirren FC | 1:0 | ||||
| 22. Round | 18/01/2023 | Heart of Midlothian | - | Aberdeen FC | 5:0 | ||||
| 23. Round | 29/01/2023 | Livingston FC | - | Heart of Midlothian | 0:0 | ||||
| 24. Round | 01/02/2023 | Heart of Midlothian | - | Rangers FC | 0:3 | ||||
| 25. Round | 04/02/2023 | Heart of Midlothian | - | Dundee United | 3:1 | ||||
| 26. Round | 19/02/2023 | Motherwell FC | - | Heart of Midlothian | 2:0 | ||||
| 28. Round | 04/03/2023 | Heart of Midlothian | - | St. Johnstone FC | 3:0 | ||||
| 27. Round | 08/03/2023 | Celtic FC | - | Heart of Midlothian | 3:1 | ||||
| 29. Round | 18/03/2023 | Aberdeen FC | - | Heart of Midlothian | 3:0 | ||||
| 30. Round | 01/04/2023 | Kilmarnock FC | - | Heart of Midlothian | 2:1 | ||||
| 32. Round | 15/04/2023 | Hibernian FC | - | Heart of Midlothian | 1:0 | ||||
| 33. Round | 22/04/2023 | Heart of Midlothian | - | Ross County FC | 6:1 |
Scotland