| 1. Round | 09/09/1996 | Dunfermline Athletic | - | Heart of Midlothian | 2:1 | ||||
| 5. Round | 13/09/1996 | Rangers FC | - | Heart of Midlothian | 3:0 |  |
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| 7. Round | 27/09/1996 | Hibernian FC | - | Heart of Midlothian | 1:3 | ||||
| 8. Round | 11/10/1996 | Raith Rovers | - | Heart of Midlothian | 1:1 | ||||
| 9. Round | 19/10/1996 | Heart of Midlothian | - | Celtic FC | 2:2 | ||||
| 25. Round | 31/01/1997 | Rangers FC | - | Heart of Midlothian | 0:0 | ||||
| 26. Round | 07/02/1997 | Heart of Midlothian | - | Kilmarnock FC | 2:0 | ||||
| 29. Round | 09/02/1997 | Aberdeen FC | - | Heart of Midlothian | 0:0 | ||||
| 27. Round | 21/02/1997 | Heart of Midlothian | - | Raith Rovers | 3:2 | ||||
| 28. Round | 28/02/1997 | Celtic FC | - | Heart of Midlothian | 2:0 | |
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| 31. Round | 21/03/1997 | Motherwell FC | - | Heart of Midlothian | 0:1 | ||||
| 32. Round | 04/04/1997 | Kilmarnock FC | - | Heart of Midlothian | 1:0 | ||||
| 33. Round | 11/04/1997 | Heart of Midlothian | - | Aberdeen FC | 0:0 | ||||
| 34. Round | 18/04/1997 | Heart of Midlothian | - | Dunfermline Athletic | 1:1 |
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