7. Round | 22/09/1998 | Heart of Midlothian | - | Motherwell FC | 3:0 | ||||
8. Round | 25/09/1998 | Celtic FC | - | Heart of Midlothian | 1:1 | ||||
15. Round | 20/11/1998 | Heart of Midlothian | - | Dunfermline Athletic | 2:1 | ||||
21. Round | 01/01/1999 | Dunfermline Athletic | - | Heart of Midlothian | 0:0 | ||||
22. Round | 29/01/1999 | Heart of Midlothian | - | Motherwell FC | 0:2 | ||||
23. Round | 05/02/1999 | Celtic FC | - | Heart of Midlothian | 3:0 | ||||
24. Round | 19/02/1999 | Heart of Midlothian | - | St. Johnstone FC | 0:2 | ||||
25. Round | 26/02/1999 | Heart of Midlothian | - | Aberdeen FC | 0:2 | ||||
35. Round | 14/05/1999 | Heart of Midlothian | - | Dundee United | 4:1 | ||||
36. Round | 22/05/1999 | Aberdeen FC | - | Heart of Midlothian | 2:5 |