| 3. Round | 23/08/2008 | Inverness CT | - | Hibernian FC | 1:1 | ||||
| 4. Round | 30/08/2008 | Hibernian FC | - | Motherwell FC | 0:1 | ||||
| 6. Round | 20/09/2008 | Hamilton Academical | - | Hibernian FC | 0:1 | ||||
| 7. Round | 28/09/2008 | Hibernian FC | - | Rangers FC | 0:3 | ||||
| 11. Round | 01/11/2008 | St. Mirren FC | - | Hibernian FC | 0:0 | ||||
| 12. Round | 08/11/2008 | Hibernian FC | - | Inverness CT | 1:2 | ||||
| 13. Round | 12/11/2008 | Dundee United | - | Hibernian FC | 2:0 | ||||
| 19. Round | 20/12/2008 | Rangers FC | - | Hibernian FC | 1:0 |
France