20. Round | 27/12/2008 | Aberdeen FC | - | Heart of Midlothian | 1:0 | ||||
21. Round | 03/01/2009 | Heart of Midlothian | - | Hibernian FC | 0:0 | ||||
17. Round | 07/01/2009 | Motherwell FC | - | Heart of Midlothian | 1:0 | ||||
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 | ||||
25. Round | 14/02/2009 | Heart of Midlothian | - | Aberdeen FC | 2:1 | ||||
26. Round | 21/02/2009 | Heart of Midlothian | - | St. Mirren FC | 1:1 |