| 9. Jornada | 04.10.2008 | Ross County FC | - | Greenock Morton FC | 3:0 |  |
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| 12. Jornada | 01.11.2008 | Ross County FC | - | Clyde FC | 3:0 | |
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| 15. Jornada | 22.11.2008 | Airdrie United FC | - | Ross County FC | 0:2 | |
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| 19. Jornada | 27.12.2008 | Partick Thistle | - | Ross County FC | 0:2 | |
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| 23. Jornada | 31.01.2009 | Livingston FC | - | Ross County FC | 4:2 | |
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| 25. Jornada | 21.02.2009 | Dunfermline Athletic | - | Ross County FC | 1:2 | |
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| 24. Jornada | 28.03.2009 | Ross County FC | - | Dundee FC | 1:1 | |
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| 31. Jornada | 04.04.2009 | Queen Of The South | - | Ross County FC | 1:2 | |
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| 36. Jornada | 09.05.2009 | Greenock Morton FC | - | Ross County FC | 0:2 | |
Escocia