| 12. Jornada | 31.10.1999 | Hibernian FC | - | Dundee United | 3:2 | ||||
| 13. Jornada | 06.11.1999 | Dundee United | - | Aberdeen FC | 3:1 | ||||
| 17. Jornada | 05.12.1999 | Heart of Midlothian | - | Dundee United | 3:0 | ||||
| 18. Jornada | 12.12.1999 | Dundee United | - | Dundee FC | 1:0 | ||||
| 19. Jornada | 18.12.1999 | Celtic FC | - | Dundee United | 4:1 | ||||
| 20. Jornada | 27.12.1999 | Aberdeen FC | - | Dundee United | 3:1 | ||||
| 24. Jornada | 26.02.2000 | St. Johnstone FC | - | Dundee United | 2:0 | ||||
| 29. Jornada | 01.04.2000 | Hibernian FC | - | Dundee United | 1:0 | ||||
| 31. Jornada | 15.04.2000 | Dundee United | - | Rangers FC | 0:2 | ||||
| 26. Jornada | 19.04.2000 | Motherwell FC | - | Dundee United | 1:3 | ||||
| 32. Jornada | 22.04.2000 | Heart of Midlothian | - | Dundee United | 1:2 | ||||
| 33. Jornada | 29.04.2000 | Dundee United | - | St. Johnstone FC | 0:1 | ||||
| 27. Jornada | 02.05.2000 | Dundee United | - | Celtic FC | 0:1 | ||||
| 34. Jornada | 06.05.2000 | Dundee FC | - | Dundee United | 3:0 | ||||
| 35. Jornada | 13.05.2000 | Dundee United | - | Motherwell FC | 1:2 | ||||
| 36. Jornada | 21.05.2000 | Celtic FC | - | Dundee United | 2:0 |
Escocia