| 12. Round | 23/01/2024 | Heart of Midlothian | - | Dundee FC | 3:2 |  |
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| 23. Round | 27/01/2024 | Heart of Midlothian | - | Aberdeen FC | 2:0 | ||||
| 24. Round | 03/02/2024 | Dundee FC | - | Heart of Midlothian | 2:3 | ||||
| 25. Round | 07/02/2024 | St. Johnstone FC | - | Heart of Midlothian | 0:1 | ||||
| 26. Round | 17/02/2024 | Heart of Midlothian | - | Motherwell FC | 2:0 | ||||
| 29. Round | 03/03/2024 | Heart of Midlothian | - | Celtic FC | 2:0 | ||||
| 30. Round | 16/03/2024 | Ross County FC | - | Heart of Midlothian | 2:1 | ||||
| 31. Round | 30/03/2024 | Heart of Midlothian | - | Kilmarnock FC | 1:1 | ||||
| 32. Round | 06/04/2024 | St. Mirren FC | - | Heart of Midlothian | 1:2 |
England