9. Round | 18/10/2008 | Kilmarnock FC | - | Motherwell FC | 1:0 | ||||
13. Round | 12/11/2008 | Celtic FC | - | Kilmarnock FC | 3:0 | ||||
18. Round | 15/12/2008 | Motherwell FC | - | Kilmarnock FC | 0:2 | ||||
19. Round | 20/12/2008 | Kilmarnock FC | - | St. Mirren FC | 0:1 | ||||
29. Round | 14/03/2009 | Inverness CT | - | Kilmarnock FC | 2:1 |