| 1. Round | 06/08/2007 | Heart of Midlothian | - | Hibernian FC | 0:1 |  |
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| 4. Round | 25/08/2007 | Celtic FC | - | Heart of Midlothian | 5:0 | ||||
| 22. Round | 05/01/2008 | Heart of Midlothian | - | Kilmarnock FC | 1:1 | ||||
| 23. Round | 19/01/2008 | Heart of Midlothian | - | Hibernian FC | 1:0 | ||||
| 24. Round | 26/01/2008 | Aberdeen FC | - | Heart of Midlothian | 0:1 | ||||
| 25. Round | 09/02/2008 | Heart of Midlothian | - | Gretna FC | 2:0 | ||||
| 26. Round | 16/02/2008 | Celtic FC | - | Heart of Midlothian | 3:0 | ||||
| 27. Round | 23/02/2008 | Motherwell FC | - | Heart of Midlothian | 0:1 | ||||
| 28. Round | 27/02/2008 | Heart of Midlothian | - | Rangers FC | 0:4 | ||||
| 29. Round | 01/03/2008 | Inverness CT | - | Heart of Midlothian | 0:3 |  |
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| 30. Round | 15/03/2008 | St. Mirren FC | - | Heart of Midlothian | 1:1 |
Greece