| ScPS | 31.01.98 | Dunfermline Athletic | - | Kilmarnock FC | 3:2 |  |
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| ScPS | 22.08.98 | Kilmarnock FC | - | Rangers FC | 1:3 | ||||
| ScPS | 01.01.99 | Motherwell FC | - | Kilmarnock FC | 1:2 | ||||
| ScPS | 12.09.99 | Kilmarnock FC | - | Celtic FC | 0:1 | |
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| ScPS | 16.10.99 | Kilmarnock FC | - | Rangers FC | 1:1 | ||||
| ScPS | 27.10.99 | Heart of Midlothian | - | Kilmarnock FC | 2:2 | ||||
| ScPS | 23.01.00 | Kilmarnock FC | - | Celtic FC | 1:1 | ||||
| ScPS | 13.08.00 | Celtic FC | - | Kilmarnock FC | 2:1 |  |
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| ScPS | 02.12.00 | Aberdeen FC | - | Kilmarnock FC | 1:2 | ||||
| ScPS | 24.02.01 | Kilmarnock FC | - | Dundee United | 0:0 |
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