1. Jornada | 31.07.1999 | St. Johnstone FC | - | Heart of Midlothian | 1:4 | ||||
2. Jornada | 07.08.1999 | Heart of Midlothian | - | Rangers FC | 0:4 | ||||
3. Jornada | 14.08.1999 | Hibernian FC | - | Heart of Midlothian | 1:1 | ||||
6. Jornada | 11.09.1999 | Heart of Midlothian | - | Dundee FC | 4:0 | ||||
10. Jornada | 16.10.1999 | Heart of Midlothian | - | St. Johnstone FC | 1:1 | ||||
9. Jornada | 27.10.1999 | Heart of Midlothian | - | Kilmarnock FC | 2:2 | ||||
12. Jornada | 30.10.1999 | Dundee FC | - | Heart of Midlothian | 1:0 | ||||
13. Jornada | 06.11.1999 | Heart of Midlothian | - | Motherwell FC | 1:1 | ||||
17. Jornada | 05.12.1999 | Heart of Midlothian | - | Dundee United | 3:0 | ||||
15. Jornada | 08.12.1999 | Aberdeen FC | - | Heart of Midlothian | 3:1 | ||||
19. Jornada | 19.12.1999 | Heart of Midlothian | - | Hibernian FC | 0:3 | ||||
21. Jornada | 22.01.2000 | Heart of Midlothian | - | Dundee FC | 2:0 | ||||
34. Jornada | 06.05.2000 | Heart of Midlothian | - | St. Johnstone FC | 0:0 | ||||
35. Jornada | 13.05.2000 | Rangers FC | - | Heart of Midlothian | 1:0 | ||||
36. Jornada | 21.05.2000 | Heart of Midlothian | - | Hibernian FC | 2:1 |