3. Round | 13/08/1999 | Aberdeen FC | - | Dundee FC | 0:2 | ||||
6. Round | 10/09/1999 | Heart of Midlothian | - | Dundee FC | 4:0 | ||||
16. Round | 27/11/1999 | Rangers FC | - | Dundee FC | 1:2 | ||||
21. Round | 21/01/2000 | Heart of Midlothian | - | Dundee FC | 2:0 | ||||
17. Round | 25/01/2000 | Dundee FC | - | Kilmarnock FC | 0:0 | ||||
22. Round | 04/02/2000 | Motherwell FC | - | Dundee FC | 0:3 | ||||
23. Round | 11/02/2000 | Dundee FC | - | Celtic FC | 0:3 | ||||
19. Round | 22/02/2000 | Dundee FC | - | Aberdeen FC | 1:3 | ||||
15. Round | 29/02/2000 | Celtic FC | - | Dundee FC | 6:2 | ||||
25. Round | 03/03/2000 | Kilmarnock FC | - | Dundee FC | 2:2 | ||||
31. Round | 14/04/2000 | Celtic FC | - | Dundee FC | 2:2 | ||||
32. Round | 21/04/2000 | Dundee FC | - | Kilmarnock FC | 1:2 | ||||
36. Round | 20/05/2000 | Dundee FC | - | Aberdeen FC | 0:2 |