| 8. Round | 11/10/1996 | Raith Rovers | - | Heart of Midlothian | 1:1 | ||||
| 9. Round | 18/10/1996 | Kilmarnock FC | - | Raith Rovers | 2:1 | ||||
| 10. Round | 25/10/1996 | Aberdeen FC | - | Raith Rovers | 1:0 | ||||
| 11. Round | 01/11/1996 | Raith Rovers | - | Rangers FC | 2:2 | ||||
| 12. Round | 15/11/1996 | Raith Rovers | - | Dunfermline Athletic | 1:2 | ||||
| 13. Round | 22/11/1996 | Dundee United | - | Raith Rovers | 1:2 | ||||
| 14. Round | 29/11/1996 | Raith Rovers | - | Kilmarnock FC | 1:0 | ||||
| 15. Round | 06/12/1996 | Heart of Midlothian | - | Raith Rovers | 0:0 | ||||
| 16. Round | 10/12/1996 | Motherwell FC | - | Raith Rovers | 0:1 | ||||
| 18. Round | 20/12/1996 | Raith Rovers | - | Hibernian FC | 0:3 |  |
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| 19. Round | 25/12/1996 | Rangers FC | - | Raith Rovers | 4:0 | ||||
| 20. Round | 27/12/1996 | Raith Rovers | - | Dundee United | 0:1 | ||||
| 31. Round | 21/03/1997 | Dundee United | - | Raith Rovers | 2:1 | ||||
| 32. Round | 04/04/1997 | Raith Rovers | - | Celtic FC | 1:1 | ||||
| 33. Round | 11/04/1997 | Motherwell FC | - | Raith Rovers | 5:0 | ||||
| 34. Round | 14/04/1997 | Raith Rovers | - | Rangers FC | 0:6 | ||||
| 35. Round | 02/05/1997 | Aberdeen FC | - | Raith Rovers | 2:0 | ||||
| 36. Round | 09/05/1997 | Raith Rovers | - | Hibernian FC | 1:1 |
England