3. Round | 21/08/1998 | Celtic FC | - | Dundee United | 2:1 | ||||
5. Round | 11/09/1998 | Dundee United | - | Rangers FC | 0:0 | ||||
6. Round | 18/09/1998 | Dundee FC | - | Dundee United | 2:2 | ||||
7. Round | 22/09/1998 | Dundee United | - | Dunfermline Athletic | 1:1 | ||||
10. Round | 16/10/1998 | Dundee United | - | Kilmarnock FC | 0:2 | ||||
26. Round | 29/12/1998 | Dundee United | - | Rangers FC | 1:2 | ||||
21. Round | 01/01/1999 | Dundee FC | - | Dundee United | 1:3 | ||||
22. Round | 29/01/1999 | Dundee United | - | Dunfermline Athletic | 1:1 | ||||
24. Round | 19/02/1999 | Dundee United | - | Aberdeen FC | 3:0 | ||||
25. Round | 26/02/1999 | Celtic FC | - | Dundee United | 2:1 | ||||
28. Round | 19/03/1999 | Rangers FC | - | Dundee United | 0:1 | ||||
29. Round | 02/04/1999 | Dundee United | - | Motherwell FC | 0:3 | ||||
27. Round | 05/04/1999 | Dundee United | - | Heart of Midlothian | 1:3 | ||||
30. Round | 19/04/1999 | Dundee United | - | St. Johnstone FC | 0:1 | ||||
32. Round | 23/04/1999 | Dunfermline Athletic | - | Dundee United | 2:2 |