| 19. Jornada | 19.12.1999 | Heart of Midlothian | - | Hibernian FC | 0:3 | ||||
| 11. Jornada | 22.12.1999 | Rangers FC | - | Heart of Midlothian | 1:0 | ||||
| 22. Jornada | 05.02.2000 | Celtic FC | - | Heart of Midlothian | 2:3 |  |
|||
| 24. Jornada | 26.02.2000 | Heart of Midlothian | - | Kilmarnock FC | 0:0 | ||||
| 20. Jornada | 01.03.2000 | Motherwell FC | - | Heart of Midlothian | 0:2 | ||||
| 25. Jornada | 04.03.2000 | Dundee United | - | Heart of Midlothian | 0:1 | ||||
| 29. Jornada | 01.04.2000 | Dundee FC | - | Heart of Midlothian | 0:0 | ||||
| 30. Jornada | 08.04.2000 | Heart of Midlothian | - | Celtic FC | 1:0 | ||||
| 26. Jornada | 12.04.2000 | Heart of Midlothian | - | Rangers FC | 1:2 | ||||
| 31. Jornada | 15.04.2000 | Aberdeen FC | - | Heart of Midlothian | 1:2 | ||||
| 33. Jornada | 29.04.2000 | Kilmarnock FC | - | Heart of Midlothian | 0:1 |
Inglaterra