| 4. Ronde | 01.09.2018 | Aberdeen FC | - | Kilmarnock FC | 0:2 |  |
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| 5. Ronde | 15.09.2018 | Hibernian FC | - | Kilmarnock FC | 3:2 | |
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| 6. Ronde | 23.09.2018 | Kilmarnock FC | - | Celtic FC | 2:1 | ||||
| 7. Ronde | 29.09.2018 | Kilmarnock FC | - | Motherwell FC | 3:1 | |
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| 8. Ronde | 06.10.2018 | Dundee FC | - | Kilmarnock FC | 1:2 |  |
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| 9. Ronde | 20.10.2018 | St. Mirren FC | - | Kilmarnock FC | 1:2 | ||||
| 10. Ronde | 27.10.2018 | Kilmarnock FC | - | Hamilton Academical | 1:1 | ||||
| 11. Ronde | 31.10.2018 | Rangers FC | - | Kilmarnock FC | 1:1 | |
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| 14. Ronde | 24.11.2018 | St. Johnstone FC | - | Kilmarnock FC | 0:0 | ||||
| 15. Ronde | 01.12.2018 | Kilmarnock FC | - | Hibernian FC | 3:0 | |
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| 16. Ronde | 05.12.2018 | Kilmarnock FC | - | Livingston FC | 2:0 | |
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| 17. Ronde | 08.12.2018 | Celtic FC | - | Kilmarnock FC | 5:1 | |
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| 18. Ronde | 15.12.2018 | Kilmarnock FC | - | Dundee FC | 3:1 | |
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| 19. Ronde | 22.12.2018 | Hamilton Academical | - | Kilmarnock FC | 1:1 | ||||
| 20. Ronde | 26.12.2018 | Motherwell FC | - | Kilmarnock FC | 0:1 | |
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| 21. Ronde | 29.12.2018 | Kilmarnock FC | - | St. Mirren FC | 2:1 |
Schotland