4. Round | 02/09/2023 | St. Johnstone FC | - | Dundee FC | 2:2 | ||||
8. Round | 24/10/2023 | Dundee FC | - | Ross County FC | 0:0 | ||||
14. Round | 25/11/2023 | Dundee FC | - | Hibernian FC | 1:2 | ||||
17. Round | 09/12/2023 | Rangers FC | - | Dundee FC | 3:1 | ||||
18. Round | 16/12/2023 | Ross County FC | - | Dundee FC | 0:1 | ||||
21. Round | 30/12/2023 | Kilmarnock FC | - | Dundee FC | 2:2 | ||||
12. Round | 23/01/2024 | Heart of Midlothian | - | Dundee FC | 3:2 |