| 3. Journée | 22.08.2009 | Ayr United | - | Greenock Morton FC | 0:2 |  |
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| 8. Journée | 03.10.2009 | Queen Of The South | - | Greenock Morton FC | 2:3 | |
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| 14. Journée | 14.11.2009 | Greenock Morton FC | - | Raith Rovers | 5:0 | |
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| 17. Journée | 12.12.2009 | Greenock Morton FC | - | Queen Of The South | 1:2 | |
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| 18. Journée | 19.12.2009 | Dundee FC | - | Greenock Morton FC | 3:1 | |
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| 22. Journée | 23.01.2010 | Raith Rovers | - | Greenock Morton FC | 1:2 | |
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| 23. Journée | 17.03.2010 | Greenock Morton FC | - | Airdrie United FC | 2:1 | |
Angleterre