1. Round | 30/07/2000 | Dundee United | - | Celtic FC | 1:2 | ||||
2. Round | 05/08/2000 | Hibernian FC | - | Dundee United | 3:0 | ||||
3. Round | 12/08/2000 | Dundee United | - | Motherwell FC | 1:1 | ||||
6. Round | 26/08/2000 | Dunfermline Athletic | - | Dundee United | 1:0 | ||||
7. Round | 09/09/2000 | Kilmarnock FC | - | Dundee United | 1:0 |