| 1. Jornada | 01.08.1998 | Kilmarnock FC | - | Dundee United | 2:0 | ||||
| 3. Jornada | 22.08.1998 | Kilmarnock FC | - | Rangers FC | 1:3 | ||||
| 4. Jornada | 30.08.1998 | Kilmarnock FC | - | Heart of Midlothian | 3:0 | ||||
| 7. Jornada | 23.09.1998 | Kilmarnock FC | - | Dundee FC | 2:1 | ||||
| 8. Jornada | 27.09.1998 | Aberdeen FC | - | Kilmarnock FC | 0:1 | ||||
| 10. Jornada | 17.10.1998 | Dundee United | - | Kilmarnock FC | 0:2 | ||||
| 11. Jornada | 24.10.1998 | Kilmarnock FC | - | St. Johnstone FC | 2:2 | ||||
| 15. Jornada | 21.11.1998 | Kilmarnock FC | - | Motherwell FC | 0:0 | ||||
| 22. Jornada | 30.01.1999 | Kilmarnock FC | - | Dundee FC | 0:0 | ||||
| 23. Jornada | 06.02.1999 | Aberdeen FC | - | Kilmarnock FC | 2:1 | ||||
| 26. Jornada | 17.02.1999 | Celtic FC | - | Kilmarnock FC | 1:0 | ||||
| 25. Jornada | 28.02.1999 | Kilmarnock FC | - | Rangers FC | 0:5 | ||||
| 28. Jornada | 21.03.1999 | Kilmarnock FC | - | Celtic FC | 0:0 | ||||
| 30. Jornada | 10.04.1999 | Kilmarnock FC | - | Aberdeen FC | 4:2 | ||||
| 33. Jornada | 01.05.1999 | Kilmarnock FC | - | Motherwell FC | 0:1 | ||||
| 34. Jornada | 08.05.1999 | Dundee United | - | Kilmarnock FC | 0:0 | ||||
| 36. Jornada | 23.05.1999 | Rangers FC | - | Kilmarnock FC | 1:1 |
Escocia