| 16. Round | 23/11/2002 | Kilmarnock FC | - | Heart of Midlothian | 0:1 | ||||
| 17. Round | 01/12/2002 | Heart of Midlothian | - | Rangers FC | 0:4 | ||||
| 19. Round | 07/12/2002 | Heart of Midlothian | - | Livingston FC | 2:1 | ||||
| 20. Round | 14/12/2002 | Heart of Midlothian | - | Partick Thistle | 1:0 |  |
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| 21. Round | 21/12/2002 | Dundee United | - | Heart of Midlothian | 0:3 | ||||
| 22. Round | 26/12/2002 | Celtic FC | - | Heart of Midlothian | 4:2 | ||||
| 23. Round | 29/12/2002 | Dundee FC | - | Heart of Midlothian | 1:2 | ||||
| 24. Round | 02/01/2003 | Heart of Midlothian | - | Hibernian FC | 4:4 | ||||
| 25. Round | 28/01/2003 | Aberdeen FC | - | Heart of Midlothian | 0:1 | ||||
| 26. Round | 01/02/2003 | Heart of Midlothian | - | Dunfermline Athletic | 3:0 | ||||
| 27. Round | 08/02/2003 | Heart of Midlothian | - | Kilmarnock FC | 3:0 | ||||
| 28. Round | 15/02/2003 | Rangers FC | - | Heart of Midlothian | 1:0 | |
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| 29. Round | 01/03/2003 | Heart of Midlothian | - | Motherwell FC | 2:1 | ||||
| 30. Round | 08/03/2003 | Livingston FC | - | Heart of Midlothian | 1:1 | ||||
| 33. Round | 12/04/2003 | Partick Thistle | - | Heart of Midlothian | 1:1 | ||||
| 31. Round | 19/04/2003 | Heart of Midlothian | - | Celtic FC | 2:1 |
Scotland