| 2. Round | 16/08/1996 | Heart of Midlothian | - | Kilmarnock FC | 3:2 |  |
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| 3. Round | 24/08/1996 | Aberdeen FC | - | Heart of Midlothian | 4:0 | ||||
| 6. Round | 20/09/1996 | Heart of Midlothian | - | Motherwell FC | 1:1 | ||||
| 7. Round | 27/09/1996 | Hibernian FC | - | Heart of Midlothian | 1:3 | |
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| 8. Round | 11/10/1996 | Raith Rovers | - | Heart of Midlothian | 1:1 | |
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| 9. Round | 19/10/1996 | Heart of Midlothian | - | Celtic FC | 2:2 | ||||
| 10. Round | 25/10/1996 | Dundee United | - | Heart of Midlothian | 1:0 | ||||
| 14. Round | 29/11/1996 | Celtic FC | - | Heart of Midlothian | 2:2 | |
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| 15. Round | 06/12/1996 | Heart of Midlothian | - | Raith Rovers | 0:0 | ||||
| 16. Round | 10/12/1996 | Heart of Midlothian | - | Aberdeen FC | 1:2 | ||||
| 17. Round | 13/12/1996 | Kilmarnock FC | - | Heart of Midlothian | 2:0 | ||||
| 18. Round | 20/12/1996 | Heart of Midlothian | - | Rangers FC | 1:4 | ||||
| 29. Round | 09/02/1997 | Aberdeen FC | - | Heart of Midlothian | 0:0 | ||||
| 27. Round | 21/02/1997 | Heart of Midlothian | - | Raith Rovers | 3:2 | ||||
| 33. Round | 11/04/1997 | Heart of Midlothian | - | Aberdeen FC | 0:0 |
Scotland