| 2. Round | 12/08/2018 | St. Johnstone FC | - | Hibernian FC | 1:1 | ||||
| 3. Round | 25/08/2018 | Hibernian FC | - | Aberdeen FC | 1:1 | ||||
| 4. Round | 01/09/2018 | Livingston FC | - | Hibernian FC | 2:1 |  |
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| 5. Round | 15/09/2018 | Hibernian FC | - | Kilmarnock FC | 3:2 | ||||
| 6. Round | 22/09/2018 | Dundee FC | - | Hibernian FC | 0:3 | ||||
| 7. Round | 29/09/2018 | St. Mirren FC | - | Hibernian FC | 0:1 | ||||
| 9. Round | 20/10/2018 | Celtic FC | - | Hibernian FC | 4:2 | ||||
| 11. Round | 31/10/2018 | Heart of Midlothian | - | Hibernian FC | 0:0 | ||||
| 12. Round | 03/11/2018 | Hibernian FC | - | St. Johnstone FC | 0:1 | ||||
| 15. Round | 01/12/2018 | Kilmarnock FC | - | Hibernian FC | 3:0 | ||||
| 18. Round | 16/12/2018 | Hibernian FC | - | Celtic FC | 2:0 | ||||
| 10. Round | 19/12/2018 | Hibernian FC | - | Rangers FC | 0:0 | ||||
| 21. Round | 29/12/2018 | Hibernian FC | - | Heart of Midlothian | 0:1 | ||||
| 22. Round | 23/01/2019 | Motherwell FC | - | Hibernian FC | 1:0 | ||||
| 23. Round | 27/01/2019 | St. Mirren FC | - | Hibernian FC | 1:3 |
Scotland
