| 2. Jornada | 07.08.1999 | Kilmarnock FC | - | Aberdeen FC | 2:0 | ||||
| 3. Jornada | 14.08.1999 | Aberdeen FC | - | Dundee FC | 0:2 | ||||
| 4. Jornada | 22.08.1999 | Heart of Midlothian | - | Aberdeen FC | 3:0 | ||||
| 5. Jornada | 29.08.1999 | Aberdeen FC | - | St. Johnstone FC | 0:3 | ||||
| 7. Jornada | 18.09.1999 | Aberdeen FC | - | Dundee United | 1:2 | ||||
| 9. Jornada | 02.10.1999 | Aberdeen FC | - | Hibernian FC | 2:2 |  |
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| 10. Jornada | 16.10.1999 | Celtic FC | - | Aberdeen FC | 7:0 | ||||
| 8. Jornada | 20.10.1999 | Motherwell FC | - | Aberdeen FC | 5:6 | ||||
| 11. Jornada | 23.10.1999 | Aberdeen FC | - | Kilmarnock FC | 2:2 | ||||
| 12. Jornada | 30.10.1999 | Aberdeen FC | - | Rangers FC | 1:5 |
Escocia