| 1. Round | 09/08/1996 | Hibernian FC | - | Kilmarnock FC | 1:2 | ||||
| 2. Round | 16/08/1996 | Heart of Midlothian | - | Kilmarnock FC | 3:2 | ||||
| 4. Round | 06/09/1996 | Kilmarnock FC | - | Dunfermline Athletic | 2:2 | ||||
| 5. Round | 13/09/1996 | Aberdeen FC | - | Kilmarnock FC | 3:0 |  |
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| 6. Round | 20/09/1996 | Kilmarnock FC | - | Rangers FC | 1:4 | |
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| 7. Round | 27/09/1996 | Motherwell FC | - | Kilmarnock FC | 1:0 |  |
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| 11. Round | 31/10/1996 | Kilmarnock FC | - | Hibernian FC | 4:2 | ||||
| 19. Round | 25/12/1996 | Hibernian FC | - | Kilmarnock FC | 0:1 | ||||
| 22. Round | 03/01/1997 | Dundee United | - | Kilmarnock FC | 2:0 | ||||
| 23. Round | 10/01/1997 | Kilmarnock FC | - | Raith Rovers | 0:1 | ||||
| 13. Round | 14/01/1997 | Kilmarnock FC | - | Rangers FC | 1:1 | ||||
| 24. Round | 17/01/1997 | Kilmarnock FC | - | Dunfermline Athletic | 2:1 | ||||
| 21. Round | 20/01/1997 | Motherwell FC | - | Kilmarnock FC | 2:0 | ||||
| 25. Round | 31/01/1997 | Aberdeen FC | - | Kilmarnock FC | 2:1 | ||||
| 26. Round | 07/02/1997 | Heart of Midlothian | - | Kilmarnock FC | 2:0 | ||||
| 27. Round | 21/02/1997 | Kilmarnock FC | - | Dundee United | 2:3 | |
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| 28. Round | 04/03/1997 | Raith Rovers | - | Kilmarnock FC | 2:1 | ||||
| 33. Round | 06/05/1997 | Celtic FC | - | Kilmarnock FC | 0:0 |
Scotland