| 5. Round | 03/04/2009 | Bohemian FC | - | Cork City | 0:1 |  |
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| 27. Round | 04/09/2009 | Cork City | - | Galway United (old) | 4:2 | |
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| 29. Round | 25/09/2009 | St Patrick's Athletic | - | Cork City | 1:1 | |
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| 35. Round | 30/10/2009 | Cork City | - | Dundalk FC | 2:1 | |
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| 36. Round | 06/11/2009 | Galway United (old) | - | Cork City | 2:2 | |
Ireland