| 2. Jornada | 15.08.2009 | Greenock Morton FC | - | Dunfermline Athletic | 0:2 |  |
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| 9. Jornada | 10.10.2009 | Dunfermline Athletic | - | Ayr United | 3:1 | |
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| 10. Jornada | 17.10.2009 | Inverness CT | - | Dunfermline Athletic | 1:1 | |
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| 17. Jornada | 12.12.2009 | Dunfermline Athletic | - | Ross County FC | 3:3 | |
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| 21. Jornada | 17.01.2010 | Dundee FC | - | Dunfermline Athletic | 3:2 | |
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| 26. Jornada | 27.02.2010 | Greenock Morton FC | - | Dunfermline Athletic | 1:2 | |
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| 27. Jornada | 06.03.2010 | Dunfermline Athletic | - | Airdrie United FC | 2:0 | |
Irlanda del Norte