| 5. Round | 12/09/2004 | Heart of Midlothian | - | Rangers FC | 0:0 | ||||
| 8. Round | 03/10/2004 | Heart of Midlothian | - | Livingston FC | 0:0 | ||||
| 14. Round | 13/11/2004 | Kilmarnock FC | - | Heart of Midlothian | 1:1 | ||||
| 15. Round | 20/11/2004 | Heart of Midlothian | - | Motherwell FC | 0:1 |  |
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| 16. Round | 28/11/2004 | Rangers FC | - | Heart of Midlothian | 3:2 |  |
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| 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 | |
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| 21. Round | 02/01/2005 | Hibernian FC | - | Heart of Midlothian | 1:1 |
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