 |
 |
| ScPS | 31.07.1999 | Hibernian FC | - | Motherwell FC | 2:2 | 13.058 |
| ScPS | 14.08.1999 | Hibernian FC | - | Heart of Midlothian | 1:1 | 16.976 |
| ScPS | 28.08.1999 | Hibernian FC | - | Rangers FC | 0:1 | 15.585 |
| ScPS | 19.09.1999 | Hibernian FC | - | Kilmarnock FC | 0:3 | 11.337 |
| ScPS | 25.09.1999 | Hibernian FC | - | Celtic FC | 0:2 | 14.743 |
| ScPS | 23.10.1999 | Hibernian FC | - | Dundee FC | 5:2 | 10.160 |
| ScPS | 31.10.1999 | Hibernian FC | - | Dundee United | 3:2 | 11.073 |
| ScPS | 24.11.1999 | Hibernian FC | - | St. Johnstone FC | 0:1 | 9.434 |
| ScPS | 27.11.1999 | Hibernian FC | - | Aberdeen FC | 2:0 | 11.628 |
| ScPS | 11.12.1999 | Hibernian FC | - | Motherwell FC | 2:2 | 9.955 |
| ScPS | 27.12.1999 | Hibernian FC | - | Kilmarnock FC | 2:2 | 12.408 |
Schottland