| 1. Round | 03/08/2002 | Kilmarnock FC | - | Rangers FC | 1:1 | ||||
| 2. Round | 10/08/2002 | Dundee United | - | Kilmarnock FC | 1:2 | ||||
| 4. Round | 25/08/2002 | Livingston FC | - | Kilmarnock FC | 0:1 |  |
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| 5. Round | 31/08/2002 | Heart of Midlothian | - | Kilmarnock FC | 1:1 | |
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| 6. Round | 11/09/2002 | Kilmarnock FC | - | Partick Thistle | 1:0 | ||||
| 7. Round | 14/09/2002 | Kilmarnock FC | - | Aberdeen FC | 2:2 |  |
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| 8. Round | 21/09/2002 | Hibernian FC | - | Kilmarnock FC | 2:0 | ||||
| 9. Round | 28/09/2002 | Celtic FC | - | Kilmarnock FC | 5:0 | ||||
| 10. Round | 05/10/2002 | Dundee FC | - | Kilmarnock FC | 2:1 | ||||
| 11. Round | 19/10/2002 | Kilmarnock FC | - | Dunfermline Athletic | 2:2 | ||||
| 12. Round | 27/10/2002 | Rangers FC | - | Kilmarnock FC | 6:1 | ||||
| 25. Round | 29/01/2003 | Kilmarnock FC | - | Motherwell FC | 1:0 | ||||
| 26. Round | 01/02/2003 | Livingston FC | - | Kilmarnock FC | 0:4 | |
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| 27. Round | 08/02/2003 | Heart of Midlothian | - | Kilmarnock FC | 3:0 | |
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| 28. Round | 23/02/2003 | Kilmarnock FC | - | Partick Thistle | 1:0 | ||||
| 33. Round | 13/04/2003 | Celtic FC | - | Kilmarnock FC | 2:0 |
Scotland