| 22. Ronde | 05.02.2000 | Celtic FC | - | Heart of Midlothian | 2:3 | ||||
| 24. Ronde | 26.02.2000 | Heart of Midlothian | - | Kilmarnock FC | 0:0 | ||||
| 20. Ronde | 01.03.2000 | Motherwell FC | - | Heart of Midlothian | 0:2 | ||||
| 25. Ronde | 04.03.2000 | Dundee United | - | Heart of Midlothian | 0:1 | ||||
| 18. Ronde | 15.03.2000 | St. Johnstone FC | - | Heart of Midlothian | 0:1 | ||||
| 27. Ronde | 18.03.2000 | Hibernian FC | - | Heart of Midlothian | 3:1 |  |
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| 30. Ronde | 08.04.2000 | Heart of Midlothian | - | Celtic FC | 1:0 | ||||
| 26. Ronde | 12.04.2000 | Heart of Midlothian | - | Rangers FC | 1:2 | ||||
| 31. Ronde | 15.04.2000 | Aberdeen FC | - | Heart of Midlothian | 1:2 | ||||
| 32. Ronde | 22.04.2000 | Heart of Midlothian | - | Dundee United | 1:2 | ||||
| 33. Ronde | 29.04.2000 | Kilmarnock FC | - | Heart of Midlothian | 0:1 | |
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| 34. Ronde | 06.05.2000 | Heart of Midlothian | - | St. Johnstone FC | 0:0 | ||||
| 35. Ronde | 13.05.2000 | Rangers FC | - | Heart of Midlothian | 1:0 | ||||
| 36. Ronde | 21.05.2000 | Heart of Midlothian | - | Hibernian FC | 2:1 |
Slowakije
CSSR