1. Round | 09/08/2008 | Kilmarnock FC | - | Hibernian FC | 1:0 | ||||
2. Round | 16/08/2008 | Hibernian FC | - | Falkirk FC | 3:2 | ||||
3. Round | 23/08/2008 | Inverness CT | - | Hibernian FC | 1:1 | ||||
12. Round | 08/11/2008 | Hibernian FC | - | Inverness CT | 1:2 | ||||
13. Round | 12/11/2008 | Dundee United | - | Hibernian FC | 2:0 | ||||
14. Round | 15/11/2008 | Hibernian FC | - | Aberdeen FC | 2:2 |