2. Round | 16/08/2008 | Rangers FC | - | Heart of Midlothian | 2:0 | ||||
16. Round | 29/11/2008 | Heart of Midlothian | - | Rangers FC | 2:1 | ||||
22. Round | 17/01/2009 | Kilmarnock FC | - | Heart of Midlothian | 0:2 | ||||
23. Round | 24/01/2009 | Heart of Midlothian | - | Inverness CT | 3:2 | ||||
24. Round | 31/01/2009 | Hamilton Academical | - | Heart of Midlothian | 2:0 | ||||
29. Round | 14/03/2009 | Hibernian FC | - | Heart of Midlothian | 1:0 | ||||
30. Round | 21/03/2009 | Rangers FC | - | Heart of Midlothian | 2:2 |