15. Round | 22/11/2008 | Kilmarnock FC | - | Inverness CT | 1:2 | ||||
16. Round | 29/11/2008 | Hamilton Academical | - | Kilmarnock FC | 1:0 | ||||
20. Round | 27/12/2008 | Hibernian FC | - | Kilmarnock FC | 2:4 | ||||
21. Round | 03/01/2009 | Falkirk FC | - | Kilmarnock FC | 1:1 | ||||
17. Round | 13/01/2009 | Kilmarnock FC | - | Aberdeen FC | 1:2 |