| 23. Jornada | 06.02.1999 | St. Johnstone FC | - | Dundee United | 1:0 | ||||
| 24. Jornada | 20.02.1999 | Dundee United | - | Aberdeen FC | 3:0 |  |
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| 25. Jornada | 27.02.1999 | Celtic FC | - | Dundee United | 2:1 | ||||
| 28. Jornada | 20.03.1999 | Rangers FC | - | Dundee United | 0:1 | ||||
| 29. Jornada | 03.04.1999 | Dundee United | - | Motherwell FC | 0:3 | ||||
| 27. Jornada | 06.04.1999 | Dundee United | - | Heart of Midlothian | 1:3 | ||||
| 31. Jornada | 17.04.1999 | Aberdeen FC | - | Dundee United | 0:4 | ||||
| 30. Jornada | 20.04.1999 | Dundee United | - | St. Johnstone FC | 0:1 | |
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| 32. Jornada | 24.04.1999 | Dunfermline Athletic | - | Dundee United | 2:2 | ||||
| 33. Jornada | 01.05.1999 | Dundee United | - | Dundee FC | 0:2 | ||||
| 34. Jornada | 08.05.1999 | Dundee United | - | Kilmarnock FC | 0:0 | ||||
| 35. Jornada | 15.05.1999 | Heart of Midlothian | - | Dundee United | 4:1 | ||||
| 36. Jornada | 23.05.1999 | Dundee United | - | Celtic FC | 1:2 |
Escocia