| 2. Round | 04/08/2001 | Heart of Midlothian | - | Aberdeen FC | 1:0 | ||||
| 3. Round | 11/08/2001 | Celtic FC | - | Heart of Midlothian | 2:0 | ||||
| 4. Round | 18/08/2001 | Heart of Midlothian | - | Dundee FC | 3:1 | ||||
| 5. Round | 25/08/2001 | Dunfermline Athletic | - | Heart of Midlothian | 0:1 | ||||
| 6. Round | 08/09/2001 | Heart of Midlothian | - | Rangers FC | 2:2 | ||||
| 7. Round | 16/09/2001 | Kilmarnock FC | - | Heart of Midlothian | 1:0 | ||||
| 9. Round | 29/09/2001 | Heart of Midlothian | - | Dundee United | 1:2 | ||||
| 10. Round | 13/10/2001 | Heart of Midlothian | - | St. Johnstone FC | 3:0 |  |
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| 11. Round | 21/10/2001 | Hibernian FC | - | Heart of Midlothian | 2:1 |
Spain