1. Round | 05/08/2023 | St. Johnstone FC | - | Heart of Midlothian | 0:2 | ||||
2. Round | 13/08/2023 | Heart of Midlothian | - | Kilmarnock FC | 0:0 | ||||
3. Round | 27/08/2023 | Dundee FC | - | Heart of Midlothian | 1:0 | ||||
4. Round | 03/09/2023 | Heart of Midlothian | - | Motherwell FC | 0:1 | ||||
15. Round | 02/12/2023 | Kilmarnock FC | - | Heart of Midlothian | 0:1 | ||||
16. Round | 06/12/2023 | Heart of Midlothian | - | Rangers FC | 0:1 | ||||
17. Round | 09/12/2023 | Aberdeen FC | - | Heart of Midlothian | 2:1 | ||||
21. Round | 30/12/2023 | Heart of Midlothian | - | Ross County FC | 2:2 | ||||
27. Round | 24/02/2024 | Rangers FC | - | Heart of Midlothian | 5:0 | ||||
29. Round | 03/03/2024 | Heart of Midlothian | - | Celtic FC | 2:0 | ||||
33. Round | 13/04/2024 | Heart of Midlothian | - | Livingston FC | 4:2 |