1. Round | 30/07/1999 | Hibernian FC | - | Motherwell FC | 2:2 | ||||
4. Round | 20/08/1999 | Kilmarnock FC | - | Motherwell FC | 0:1 | ||||
5. Round | 27/08/1999 | Motherwell FC | - | Dundee FC | 0:2 | ||||
9. Round | 26/10/1999 | Celtic FC | - | Motherwell FC | 0:1 | ||||
12. Round | 29/10/1999 | Motherwell FC | - | St. Johnstone FC | 1:0 | ||||
23. Round | 11/02/2000 | Kilmarnock FC | - | Motherwell FC | 0:2 | ||||
15. Round | 21/02/2000 | Motherwell FC | - | Kilmarnock FC | 0:4 | ||||
20. Round | 29/02/2000 | Motherwell FC | - | Heart of Midlothian | 0:2 | ||||
25. Round | 03/03/2000 | Motherwell FC | - | Aberdeen FC | 1:0 | ||||
27. Round | 17/03/2000 | Rangers FC | - | Motherwell FC | 6:2 | ||||
29. Round | 31/03/2000 | Motherwell FC | - | St. Johnstone FC | 2:1 | ||||
24. Round | 04/04/2000 | Celtic FC | - | Motherwell FC | 4:0 | ||||
30. Round | 07/04/2000 | Dundee FC | - | Motherwell FC | 4:1 |