| 8. Round | 24/09/2005 | Dunfermline Athletic | - | Dundee United | 2:1 | ||||
| 12. Round | 26/10/2005 | Dunfermline Athletic | - | Hibernian FC | 1:2 | ||||
| 13. Round | 29/10/2005 | Dunfermline Athletic | - | Motherwell FC | 0:3 | ||||
| 14. Round | 05/11/2005 | Inverness CT | - | Dunfermline Athletic | 2:1 | ||||
| 15. Round | 19/11/2005 | Dunfermline Athletic | - | Livingston FC | 0:1 | ||||
| 18. Round | 10/12/2005 | Aberdeen FC | - | Dunfermline Athletic | 0:0 | ||||
| 19. Round | 20/12/2005 | Dundee United | - | Dunfermline Athletic | 2:1 | ||||
| 23. Round | 21/01/2006 | Hibernian FC | - | Dunfermline Athletic | 3:1 | ||||
| 27. Round | 19/02/2006 | Dunfermline Athletic | - | Celtic FC | 1:8 | ||||
| 30. Round | 25/02/2006 | Dunfermline Athletic | - | Dundee United | 1:1 | ||||
| 28. Round | 04/03/2006 | Kilmarnock FC | - | Dunfermline Athletic | 1:0 |
Scotland