1. Round | 29/07/2000 | Dunfermline Athletic | - | Aberdeen FC | 0:0 | ||||
3. Round | 12/08/2000 | Dunfermline Athletic | - | St. Johnstone FC | 1:1 | ||||
4. Round | 16/08/2000 | Motherwell FC | - | Dunfermline Athletic | 0:1 | ||||
5. Round | 19/08/2000 | Rangers FC | - | Dunfermline Athletic | 4:1 | ||||
13. Round | 28/10/2000 | Dunfermline Athletic | - | Dundee FC | 1:0 | ||||
14. Round | 04/11/2000 | St. Johnstone FC | - | Dunfermline Athletic | 0:2 | ||||
15. Round | 11/11/2000 | Dunfermline Athletic | - | Motherwell FC | 1:2 |