| 2. Jornada | 15.08.1998 | Dunfermline Athletic | - | Dundee FC | 2:0 | ||||
| 3. Jornada | 22.08.1998 | Motherwell FC | - | Dunfermline Athletic | 0:0 |  |
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| 4. Jornada | 29.08.1998 | Dunfermline Athletic | - | Aberdeen FC | 1:1 | ||||
| 9. Jornada | 03.10.1998 | Kilmarnock FC | - | Dunfermline Athletic | 0:0 | |
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| 12. Jornada | 31.10.1998 | Dunfermline Athletic | - | St. Johnstone FC | 1:1 | ||||
| 13. Jornada | 07.11.1998 | Aberdeen FC | - | Dunfermline Athletic | 2:1 | ||||
| 14. Jornada | 15.11.1998 | Dunfermline Athletic | - | Dundee United | 2:1 | ||||
| 18. Jornada | 12.12.1998 | Dunfermline Athletic | - | Motherwell FC | 1:1 | ||||
| 19. Jornada | 19.12.1998 | Celtic FC | - | Dunfermline Athletic | 5:0 | ||||
| 22. Jornada | 30.01.1999 | Dundee United | - | Dunfermline Athletic | 1:1 | ||||
| 27. Jornada | 13.03.1999 | Dunfermline Athletic | - | Dundee FC | 2:0 | ||||
| 28. Jornada | 20.03.1999 | Dunfermline Athletic | - | St. Johnstone FC | 1:0 |
Escocia