2. Round | 14/08/1998 | Dunfermline Athletic | - | Dundee FC | 2:0 | ||||
3. Round | 21/08/1998 | Motherwell FC | - | Dunfermline Athletic | 0:0 | ||||
4. Round | 28/08/1998 | Dunfermline Athletic | - | Aberdeen FC | 1:1 | ||||
9. Round | 02/10/1998 | Kilmarnock FC | - | Dunfermline Athletic | 0:0 | ||||
12. Round | 30/10/1998 | Dunfermline Athletic | - | St. Johnstone FC | 1:1 | ||||
13. Round | 06/11/1998 | Aberdeen FC | - | Dunfermline Athletic | 2:1 | ||||
14. Round | 14/11/1998 | Dunfermline Athletic | - | Dundee United | 2:1 | ||||
18. Round | 11/12/1998 | Dunfermline Athletic | - | Motherwell FC | 1:1 | ||||
19. Round | 18/12/1998 | Celtic FC | - | Dunfermline Athletic | 5:0 | ||||
22. Round | 29/01/1999 | Dundee United | - | Dunfermline Athletic | 1:1 | ||||
27. Round | 12/03/1999 | Dunfermline Athletic | - | Dundee FC | 2:0 | ||||
28. Round | 19/03/1999 | Dunfermline Athletic | - | St. Johnstone FC | 1:0 |