| 2. Ronde | 06.08.2000 | St. Johnstone FC | - | Heart of Midlothian | 2:2 | ||||
| 3. Ronde | 13.08.2000 | Aberdeen FC | - | Heart of Midlothian | 1:1 | ||||
| 5. Ronde | 19.08.2000 | Heart of Midlothian | - | Celtic FC | 2:4 |  |
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| 6. Ronde | 27.08.2000 | Dundee FC | - | Heart of Midlothian | 1:1 | ||||
| 7. Ronde | 09.09.2000 | Heart of Midlothian | - | Dunfermline Athletic | 2:0 | ||||
| 8. Ronde | 17.09.2000 | Rangers FC | - | Heart of Midlothian | 1:0 | ||||
| 4. Ronde | 20.09.2000 | Heart of Midlothian | - | St. Mirren FC | 2:0 | ||||
| 9. Ronde | 24.09.2000 | Heart of Midlothian | - | Kilmarnock FC | 0:2 | ||||
| 10. Ronde | 01.10.2000 | Heart of Midlothian | - | Motherwell FC | 3:0 | ||||
| 11. Ronde | 14.10.2000 | Dundee United | - | Heart of Midlothian | 0:4 | ||||
| 12. Ronde | 22.10.2000 | Hibernian FC | - | Heart of Midlothian | 6:2 |
Schotland