1. Round | 09/08/2008 | Aberdeen FC | - | Inverness CT | 0:2 | ||||
2. Round | 16/08/2008 | Inverness CT | - | Hamilton Academical | 0:1 | ||||
3. Round | 23/08/2008 | Inverness CT | - | Hibernian FC | 1:1 | ||||
4. Round | 30/08/2008 | Falkirk FC | - | Inverness CT | 1:2 | ||||
5. Round | 13/09/2008 | Inverness CT | - | St. Mirren FC | 1:2 | ||||
6. Round | 20/09/2008 | Heart of Midlothian | - | Inverness CT | 1:0 | ||||
7. Round | 27/09/2008 | Inverness CT | - | Kilmarnock FC | 3:1 | ||||
8. Round | 04/10/2008 | Dundee United | - | Inverness CT | 2:1 | ||||
9. Round | 18/10/2008 | Inverness CT | - | Celtic FC | 1:2 | ||||
13. Round | 12/11/2008 | Inverness CT | - | Falkirk FC | 1:1 | ||||
14. Round | 15/11/2008 | Inverness CT | - | Heart of Midlothian | 0:1 | ||||
16. Round | 29/11/2008 | Celtic FC | - | Inverness CT | 1:0 |