| 1. Ronde | 09.08.2008 | Kilmarnock FC | - | Hibernian FC | 1:0 | ||||
| 2. Ronde | 16.08.2008 | Hibernian FC | - | Falkirk FC | 3:2 |  |
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| 3. Ronde | 23.08.2008 | Inverness CT | - | Hibernian FC | 1:1 | ||||
| 4. Ronde | 30.08.2008 | Hibernian FC | - | Motherwell FC | 0:1 | ||||
| 5. Ronde | 13.09.2008 | Hibernian FC | - | Dundee United | 2:1 | ||||
| 6. Ronde | 20.09.2008 | Hamilton Academical | - | Hibernian FC | 0:1 | ||||
| 7. Ronde | 28.09.2008 | Hibernian FC | - | Rangers FC | 0:3 | ||||
| 11. Ronde | 01.11.2008 | St. Mirren FC | - | Hibernian FC | 0:0 | ||||
| 13. Ronde | 12.11.2008 | Dundee United | - | Hibernian FC | 2:0 | ||||
| 22. Ronde | 17.01.2009 | Hibernian FC | - | St. Mirren FC | 2:0 | ||||
| 24. Ronde | 31.01.2009 | Hibernian FC | - | Motherwell FC | 1:1 | ||||
| 26. Ronde | 21.02.2009 | Inverness CT | - | Hibernian FC | 2:0 | |
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| 27. Ronde | 28.02.2009 | Hibernian FC | - | Falkirk FC | 0:0 | ||||
| 29. Ronde | 14.03.2009 | Hibernian FC | - | Heart of Midlothian | 1:0 |
Engeland