| 4. Round | 06/09/1996 | Raith Rovers | - | Aberdeen FC | 1:4 |  |
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| 5. Round | 13/09/1996 | Hibernian FC | - | Raith Rovers | 1:0 | |
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| 6. Round | 20/09/1996 | Raith Rovers | - | Dundee United | 3:2 | ||||
| 7. Round | 27/09/1996 | Dunfermline Athletic | - | Raith Rovers | 3:1 | ||||
| 8. Round | 11/10/1996 | Raith Rovers | - | Heart of Midlothian | 1:1 | |
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| 9. Round | 18/10/1996 | Kilmarnock FC | - | Raith Rovers | 2:1 |
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Yugoslavia