| 2. Round | 14/08/2010 | Dunfermline Athletic | - | Greenock Morton FC | 2:0 |  |
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| 4. Round | 28/08/2010 | Stirling Albion FC | - | Dunfermline Athletic | 1:5 | |
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| 7. Round | 25/09/2010 | Partick Thistle | - | Dunfermline Athletic | 0:2 | |
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| 11. Round | 30/10/2010 | Dunfermline Athletic | - | Stirling Albion FC | 3:0 | |
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| 14. Round | 29/12/2010 | Dunfermline Athletic | - | Cowdenbeath FC | 5:0 | |
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| 23. Round | 12/02/2011 | Cowdenbeath FC | - | Dunfermline Athletic | 0:4 | |
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| 18. Round | 15/02/2011 | Dunfermline Athletic | - | Falkirk FC | 1:1 | |
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| 24. Round | 08/03/2011 | Dunfermline Athletic | - | Ross County FC | 1:1 | |
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| 21. Round | 15/03/2011 | Stirling Albion FC | - | Dunfermline Athletic | 1:1 | |
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| 33. Round | 16/04/2011 | Dunfermline Athletic | - | Queen Of The South | 6:1 | |
Northern Ireland