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| 1st(1st leg) | Glentoran FC | - | Linfield FC | 0:1 | ||
| 2nd (2nd leg) | Linfield FC | - | Glentoran FC | 1:2 | ||
| 1st(1st leg): 05/12/2009 | 2nd (2nd leg): 15/12/2009 | Winner: Glentoran FC | ||||
| 1st(1st leg) | Ballinamallard United FC | - | Portadown FC | 0:5 | ||
| 2nd (2nd leg) | Portadown FC | - | Ballinamallard United FC | 1:3 | ||
| 1st(1st leg): 05/12/2009 | 2nd (2nd leg): 15/12/2009 | Winner: Portadown FC | ||||
| 1st(1st leg) | Cliftonville FC | - | Coleraine FC | 2:3 | ||
| 2nd (2nd leg) | Coleraine FC | - | Cliftonville FC | 1:1 | ||
| 1st(1st leg): 05/12/2009 | 2nd (2nd leg): 15/12/2009 | Winner: Coleraine FC | ||||
| 1st(1st leg) | Dungannon Swifts | - | Institute FC Drumahoe | 6:2 | ||
| 2nd (2nd leg) | Institute FC Drumahoe | - | Dungannon Swifts | 0:1 | ||
| 1st(1st leg): 05/12/2009 | 2nd (2nd leg): 15/12/2009 | Winner: Dungannon Swifts | ||||
