1. Round | 31/07/1998 | Motherwell FC | - | St. Johnstone FC | 1:0 | ||||
3. Round | 21/08/1998 | Motherwell FC | - | Dunfermline Athletic | 0:0 | ||||
4. Round | 29/08/1998 | Motherwell FC | - | Dundee United | 1:0 | ||||
5. Round | 11/09/1998 | Aberdeen FC | - | Motherwell FC | 1:1 | ||||
6. Round | 18/09/1998 | Motherwell FC | - | Kilmarnock FC | 0:0 | ||||
7. Round | 22/09/1998 | Heart of Midlothian | - | Motherwell FC | 3:0 | ||||
8. Round | 25/09/1998 | Dundee FC | - | Motherwell FC | 1:0 | ||||
9. Round | 02/10/1998 | Motherwell FC | - | Celtic FC | 1:2 | ||||
10. Round | 16/10/1998 | St. Johnstone FC | - | Motherwell FC | 5:0 | ||||
14. Round | 13/11/1998 | Motherwell FC | - | Heart of Midlothian | 3:2 | ||||
24. Round | 20/02/1999 | Motherwell FC | - | Celtic FC | 1:7 | ||||
25. Round | 26/02/1999 | Motherwell FC | - | Dunfermline Athletic | 1:1 |