| FA Cup | 15.05.98 | Heart of Midlothian | - | Rangers FC | 2:1 | ||||
| ScPS | 30.08.98 | Kilmarnock FC | - | Heart of Midlothian | 3:0 | ||||
| ScPS | 17.10.98 | Dundee United | - | Kilmarnock FC | 0:2 | ||||
| ScPS | 07.11.98 | Heart of Midlothian | - | Kilmarnock FC | 2:1 | ||||
| ScPS | 23.05.99 | Rangers FC | - | Kilmarnock FC | 1:1 | ||||
| ScPS | 22.02.00 | Motherwell FC | - | Kilmarnock FC | 0:4 | ||||
| ScPS | 04.03.00 | Kilmarnock FC | - | Dundee FC | 2:2 |  |
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| ScPS | 08.04.00 | Kilmarnock FC | - | Dundee United | 1:0 |  |
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| ScPS | 29.07.00 | St. Mirren FC | - | Kilmarnock FC | 0:1 | ||||
| ScPS | 26.08.00 | St. Johnstone FC | - | Kilmarnock FC | 1:1 | ||||
| ScPS | 05.11.00 | Kilmarnock FC | - | Celtic FC | 0:1 |
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