| 9. Ronde | 02.10.1999 | Aberdeen FC | - | Hibernian FC | 2:2 | ||||
| 8. Ronde | 20.10.1999 | Motherwell FC | - | Aberdeen FC | 5:6 | ||||
| 11. Ronde | 23.10.1999 | Aberdeen FC | - | Kilmarnock FC | 2:2 | ||||
| 12. Ronde | 30.10.1999 | Aberdeen FC | - | Rangers FC | 1:5 | ||||
| 13. Ronde | 06.11.1999 | Dundee United | - | Aberdeen FC | 3:1 | ||||
| 14. Ronde | 21.11.1999 | St. Johnstone FC | - | Aberdeen FC | 1:1 | ||||
| 23. Ronde | 22.03.2000 | Heart of Midlothian | - | Aberdeen FC | 3:0 | ||||
| 28. Ronde | 25.03.2000 | Dundee United | - | Aberdeen FC | 1:1 | ||||
| 29. Ronde | 01.04.2000 | Aberdeen FC | - | Rangers FC | 1:1 | ||||
| 26. Ronde | 12.04.2000 | Kilmarnock FC | - | Aberdeen FC | 1:0 | ||||
| 31. Ronde | 15.04.2000 | Aberdeen FC | - | Heart of Midlothian | 1:2 | ||||
| 27. Ronde | 18.04.2000 | Aberdeen FC | - | Dundee FC | 0:1 | ||||
| 32. Ronde | 22.04.2000 | Aberdeen FC | - | Motherwell FC | 2:1 | ||||
| 33. Ronde | 29.04.2000 | Hibernian FC | - | Aberdeen FC | 1:0 |  |
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| 30. Ronde | 02.05.2000 | St. Johnstone FC | - | Aberdeen FC | 2:1 | ||||
| 35. Ronde | 14.05.2000 | Aberdeen FC | - | Kilmarnock FC | 5:1 | ||||
| 36. Ronde | 21.05.2000 | Dundee FC | - | Aberdeen FC | 0:2 |
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