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 | ||||
8. Round | 04/10/2008 | Dundee United | - | Inverness CT | 2:1 | ||||
9. Round | 18/10/2008 | Inverness CT | - | Celtic FC | 1:2 | ||||
10. Round | 25/10/2008 | Inverness CT | - | Motherwell FC | 1:2 | ||||
11. Round | 01/11/2008 | Rangers FC | - | Inverness CT | 5:0 | ||||
17. Round | 06/12/2008 | Inverness CT | - | Dundee United | 1:3 | ||||
21. Round | 04/01/2009 | Inverness CT | - | Rangers FC | 0:3 | ||||
29. Round | 14/03/2009 | Inverness CT | - | Kilmarnock FC | 2:1 | ||||
31. Round | 04/04/2009 | Inverness CT | - | St. Mirren FC | 2:1 |