22. Round | 29/01/1999 | Dundee United | - | Dunfermline Athletic | 1:1 | ||||
23. Round | 06/02/1999 | Dunfermline Athletic | - | Rangers FC | 0:3 | ||||
35. Round | 14/05/1999 | Dundee FC | - | Dunfermline Athletic | 3:1 | ||||
36. Round | 22/05/1999 | Dunfermline Athletic | - | Motherwell FC | 1:2 |