| 1. Round | 07/08/2004 | Dundee FC | - | Heart of Midlothian | 0:1 | ||||
| 2. Round | 14/08/2004 | Heart of Midlothian | - | Aberdeen FC | 0:0 | ||||
| 3. Round | 21/08/2004 | Heart of Midlothian | - | Kilmarnock FC | 3:0 | ||||
| 4. Round | 28/08/2004 | Motherwell FC | - | Heart of Midlothian | 2:0 | ||||
| 6. Round | 19/09/2004 | Dunfermline Athletic | - | Heart of Midlothian | 1:0 | ||||
| 8. Round | 03/10/2004 | Heart of Midlothian | - | Livingston FC | 0:0 |  |
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| 9. Round | 16/10/2004 | Celtic FC | - | Heart of Midlothian | 3:0 | ||||
| 11. Round | 27/10/2004 | Dundee United | - | Heart of Midlothian | 1:1 | ||||
| 16. Round | 28/11/2004 | Rangers FC | - | Heart of Midlothian | 3:2 | ||||
| 17. Round | 04/12/2004 | Heart of Midlothian | - | Dunfermline Athletic | 3:0 | ||||
| 18. Round | 11/12/2004 | Inverness CT | - | Heart of Midlothian | 1:1 | ||||
| 20. Round | 26/12/2004 | Heart of Midlothian | - | Celtic FC | 0:2 | ||||
| 24. Round | 29/01/2005 | Heart of Midlothian | - | Aberdeen FC | 1:0 | ||||
| 30. Round | 19/03/2005 | Heart of Midlothian | - | Livingston FC | 3:1 | ||||
| 31. Round | 02/04/2005 | Celtic FC | - | Heart of Midlothian | 0:2 | ||||
| 33. Round | 16/04/2005 | Dundee United | - | Heart of Midlothian | 2:1 |
Scotland