| 1. Jornada | 02.05.2009 | Hamilton Academical | - | Kilmarnock FC | 2:1 | ||||
| 2. Jornada | 09.05.2009 | Kilmarnock FC | - | Falkirk FC | 1:1 |  |
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| 3. Jornada | 13.05.2009 | Kilmarnock FC | - | St. Mirren FC | 2:1 | ||||
| 4. Jornada | 16.05.2009 | Kilmarnock FC | - | Inverness CT | 1:0 | ||||
| 5. Jornada | 23.05.2009 | Motherwell FC | - | Kilmarnock FC | 1:2 | |
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