3. Round | 21/08/1998 | Heart of Midlothian | - | Aberdeen FC | 2:0 | ||||
4. Round | 29/08/1998 | Kilmarnock FC | - | Heart of Midlothian | 3:0 | ||||
11. Round | 23/10/1998 | Heart of Midlothian | - | Dundee United | 0:1 | ||||
12. Round | 30/10/1998 | Dundee FC | - | Heart of Midlothian | 1:0 | ||||
18. Round | 11/12/1998 | Aberdeen FC | - | Heart of Midlothian | 2:0 | ||||
19. Round | 18/12/1998 | Heart of Midlothian | - | Rangers FC | 2:3 | ||||
20. Round | 25/12/1998 | Kilmarnock FC | - | Heart of Midlothian | 1:0 | ||||
26. Round | 29/12/1998 | Heart of Midlothian | - | Dundee FC | 1:2 | ||||
21. Round | 01/01/1999 | Dunfermline Athletic | - | Heart of Midlothian | 0:0 | ||||
29. Round | 02/04/1999 | Heart of Midlothian | - | Kilmarnock FC | 2:2 | ||||
27. Round | 05/04/1999 | Dundee United | - | Heart of Midlothian | 1:3 | ||||
30. Round | 13/04/1999 | Heart of Midlothian | - | Celtic FC | 2:4 | ||||
31. Round | 16/04/1999 | St. Johnstone FC | - | Heart of Midlothian | 0:0 | ||||
32. Round | 23/04/1999 | Motherwell FC | - | Heart of Midlothian | 0:4 | ||||
33. Round | 02/05/1999 | Heart of Midlothian | - | Dunfermline Athletic | 2:0 |