| 2. Round | 16/08/1996 | Heart of Midlothian | - | Kilmarnock FC | 3:2 | ||||
| 3. Round | 24/08/1996 | Aberdeen FC | - | Heart of Midlothian | 4:0 | ||||
| 1. Round | 09/09/1996 | Dunfermline Athletic | - | Heart of Midlothian | 2:1 | ||||
| 5. Round | 13/09/1996 | Rangers FC | - | Heart of Midlothian | 3:0 | ||||
| 6. Round | 20/09/1996 | Heart of Midlothian | - | Motherwell FC | 1:1 | ||||
| 8. Round | 11/10/1996 | Raith Rovers | - | Heart of Midlothian | 1:1 | ||||
| 12. Round | 15/11/1996 | Heart of Midlothian | - | Hibernian FC | 0:0 | ||||
| 15. Round | 06/12/1996 | Heart of Midlothian | - | Raith Rovers | 0:0 | ||||
| 20. Round | 27/12/1996 | Heart of Midlothian | - | Motherwell FC | 4:1 | ||||
| 31. Round | 21/03/1997 | Motherwell FC | - | Heart of Midlothian | 0:1 | ||||
| 32. Round | 04/04/1997 | Kilmarnock FC | - | Heart of Midlothian | 1:0 | ||||
| 34. Round | 18/04/1997 | Heart of Midlothian | - | Dunfermline Athletic | 1:1 |  |
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| 35. Round | 02/05/1997 | Dundee United | - | Heart of Midlothian | 1:0 |
Scotland