1. Round | 31/07/1998 | Celtic FC | - | Dunfermline Athletic | 5:0 | ||||
6. Round | 19/09/1998 | Dunfermline Athletic | - | Heart of Midlothian | 1:1 | ||||
8. Round | 25/09/1998 | Dunfermline Athletic | - | Rangers FC | 0:2 | ||||
10. Round | 16/10/1998 | Dunfermline Athletic | - | Celtic FC | 2:2 | ||||
11. Round | 27/10/1998 | Dundee FC | - | Dunfermline Athletic | 1:0 |