| 1. Jornada | 31.07.1999 | Hibernian FC | - | Motherwell FC | 2:2 | ||||
| 2. Jornada | 08.08.1999 | Dundee FC | - | Hibernian FC | 3:4 | ||||
| 3. Jornada | 14.08.1999 | Hibernian FC | - | Heart of Midlothian | 1:1 |  |
|||
| 8. Jornada | 25.09.1999 | Hibernian FC | - | Celtic FC | 0:2 |  |
|||
| 21. Jornada | 22.01.2000 | Dundee United | - | Hibernian FC | 0:0 | |
|||
| 23. Jornada | 22.02.2000 | St. Johnstone FC | - | Hibernian FC | 1:0 | |
|||
| 31. Jornada | 15.04.2000 | Hibernian FC | - | St. Johnstone FC | 3:3 | |
|||
| 32. Jornada | 22.04.2000 | Celtic FC | - | Hibernian FC | 1:1 | |
|||
| 34. Jornada | 06.05.2000 | Motherwell FC | - | Hibernian FC | 2:0 | ||||
| 36. Jornada | 21.05.2000 | Heart of Midlothian | - | Hibernian FC | 2:1 |
Escocia