1. Round | 29/07/2000 | Dunfermline Athletic | - | Aberdeen FC | 0:0 | ||||
2. Round | 05/08/2000 | Dundee FC | - | Dunfermline Athletic | 3:0 | ||||
3. Round | 12/08/2000 | Dunfermline Athletic | - | St. Johnstone FC | 1:1 | ||||
4. Round | 16/08/2000 | Motherwell FC | - | Dunfermline Athletic | 0:1 | ||||
6. Round | 26/08/2000 | Dunfermline Athletic | - | Dundee United | 1:0 | ||||
7. Round | 09/09/2000 | Heart of Midlothian | - | Dunfermline Athletic | 2:0 | ||||
8. Round | 18/09/2000 | Dunfermline Athletic | - | Celtic FC | 1:2 | ||||
10. Round | 30/09/2000 | St. Mirren FC | - | Dunfermline Athletic | 2:1 | ||||
11. Round | 14/10/2000 | Kilmarnock FC | - | Dunfermline Athletic | 2:1 | ||||
15. Round | 11/11/2000 | Dunfermline Athletic | - | Motherwell FC | 1:2 | ||||
20. Round | 09/12/2000 | Hibernian FC | - | Dunfermline Athletic | 3:0 |