| 1. Jornada | 01.08.1999 | Aberdeen FC | - | Celtic FC | 0:5 | ||||
| 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 | ||||
| 6. Jornada | 11.09.1999 | Rangers FC | - | Aberdeen FC | 3:0 |
Escocia