| 3. Jornada | 23.08.2008 | Heart of Midlothian | - | St. Mirren FC | 2:1 | ||||
| 4. Jornada | 30.08.2008 | Hamilton Academical | - | Heart of Midlothian | 1:2 | ||||
| 5. Jornada | 13.09.2008 | Falkirk FC | - | Heart of Midlothian | 2:1 | ||||
| 6. Jornada | 20.09.2008 | Heart of Midlothian | - | Inverness CT | 1:0 | ||||
| 7. Jornada | 27.09.2008 | Dundee United | - | Heart of Midlothian | 3:0 | ||||
| 8. Jornada | 04.10.2008 | Heart of Midlothian | - | Kilmarnock FC | 1:2 | ||||
| 9. Jornada | 19.10.2008 | Hibernian FC | - | Heart of Midlothian | 1:1 | ||||
| 33. Jornada | 18.04.2009 | Falkirk FC | - | Heart of Midlothian | 0:0 |
Eslovaquia