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 | ||||
24. Round | 31/01/2009 | Hibernian FC | - | Motherwell FC | 1:1 | ||||
25. Round | 14/02/2009 | Kilmarnock FC | - | Hibernian FC | 1:1 |