| 3. Round | 25/08/2018 | St. Johnstone FC | - | Dundee FC | 1:0 | ||||
| 6. Round | 22/09/2018 | Dundee FC | - | Hibernian FC | 0:3 | ||||
| 7. Round | 29/09/2018 | Hamilton Academical | - | Dundee FC | 0:2 | ||||
| 8. Round | 06/10/2018 | Dundee FC | - | Kilmarnock FC | 1:2 | ||||
| 9. Round | 20/10/2018 | Livingston FC | - | Dundee FC | 4:0 | ||||
| 10. Round | 23/10/2018 | Dundee FC | - | Heart of Midlothian | 0:3 | ||||
| 11. Round | 31/10/2018 | Dundee FC | - | Celtic FC | 0:5 | ||||
| 12. Round | 03/11/2018 | Motherwell FC | - | Dundee FC | 1:0 | ||||
| 13. Round | 10/11/2018 | Dundee FC | - | St. Mirren FC | 1:1 | ||||
| 14. Round | 24/11/2018 | Hibernian FC | - | Dundee FC | 2:2 | ||||
| 16. Round | 05/12/2018 | Dundee FC | - | Hamilton Academical | 4:0 |  |
|||
| 17. Round | 09/12/2018 | Dundee FC | - | Rangers FC | 1:1 | ||||
| 18. Round | 15/12/2018 | Kilmarnock FC | - | Dundee FC | 3:1 | ||||
| 15. Round | 18/12/2018 | Aberdeen FC | - | Dundee FC | 5:1 | ||||
| 19. Round | 22/12/2018 | Celtic FC | - | Dundee FC | 3:0 | ||||
| 20. Round | 26/12/2018 | Dundee FC | - | Livingston FC | 0:0 | ||||
| 21. Round | 29/12/2018 | Dundee FC | - | St. Johnstone FC | 0:2 |
Finland
Sierra Leone 
