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| I | Donegal Celtic FC | - | Cliftonville FC | 0:1 | ||
| V | Cliftonville FC | - | Donegal Celtic FC | 2:1 | ||
| I: 31.10.2009 | V: 10.11.2009 | Campeones: Cliftonville FC | ||||
| I | Portadown FC | - | Crusaders FC | 2:1 | ||
| V | Crusaders FC | - | Portadown FC | 3:4 | ||
| I: 31.10.2009 | V: 10.11.2009 | Campeones: Portadown FC | ||||
| I | Glentoran FC | - | Glenavon FC | 2:2 | ||
| V | Glenavon FC | - | Glentoran FC | 2:3 | ||
| I: 31.10.2009 | V: 10.11.2009 | Campeones: Glentoran FC | ||||
| I | Institute FC Drumahoe | - | Ballymena United | 2:1 | ||
| V | Ballymena United | - | Institute FC Drumahoe | 1:2 | ||
| I: 31.10.2009 | V: 10.11.2009 | Campeones: Institute FC Drumahoe | ||||
| I | Newry City FC | - | Linfield FC | 1:1 | ||
| V | Linfield FC | - | Newry City FC | 0:0 | ||
| I: 31.10.2009 | V: 10.11.2009 | Campeones: Linfield FC | ||||
| I | Ballinamallard United FC | - | Limavady United | 0:0 | ||
| V | Limavady United | - | Ballinamallard United FC | 0:1 | ||
| I: 31.10.2009 | V: 10.11.2009 | Campeones: Ballinamallard United FC | ||||
| I | Lisburn Distillery | - | Coleraine FC | 1:0 | ||
| V | Coleraine FC | - | Lisburn Distillery | 5:4 pn. | ||
| I: 31.10.2009 | V: 10.11.2009 | Campeones: Coleraine FC | ||||
