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| 1st(1st leg) | Neftçi PFK | - | FK Qaradağ | 5:0 | ||
| 2nd (2nd leg) | FK Qaradağ | - | Neftçi PFK | 0:2 | ||
| 1st(1st leg): 04/11/2009 10:00 | 2nd (2nd leg): 11/11/2009 09:30 | Winner: Neftçi PFK | ||||
| 1st(1st leg) | Standard Sumgayit | - | Turan PFK | 3:1 | ||
| 2nd (2nd leg) | Turan PFK | - | Standard Sumgayit | 0:0 | ||
| 1st(1st leg): 04/11/2009 10:00 | 2nd (2nd leg): 11/11/2009 09:30 | Winner: Standard Sumgayit | ||||
| 1st(1st leg) | Qarabağ FK | - | Şahdağ Qusar | 4:0 | ||
| 2nd (2nd leg) | Şahdağ Qusar | - | Qarabağ FK | 0:0 | ||
| 1st(1st leg): 04/11/2009 10:00 | 2nd (2nd leg): 11/11/2009 09:30 | Winner: Qarabağ FK | ||||
| 1st(1st leg) | Olimpik-Shuvalan | - | Gabala FK | 2:0 | ||
| 2nd (2nd leg) | Gabala FK | - | Olimpik-Shuvalan | 1:0 | ||
| 1st(1st leg): 04/11/2009 10:00 | 2nd (2nd leg): 11/11/2009 09:30 | Winner: Olimpik-Shuvalan | ||||
| 1st(1st leg) | FK Baku | - | FK Bakili Baku | 6:0 | ||
| 2nd (2nd leg) | FK Bakili Baku | - | FK Baku | 0:0 | ||
| 1st(1st leg): 04/11/2009 11:00 | 2nd (2nd leg): 11/11/2009 09:30 | Winner: FK Baku | ||||
| 1st(1st leg) | Khazar Lankaran | - | FK Muğan | 3:1 | ||
| 2nd (2nd leg) | FK Muğan | - | Khazar Lankaran | 0:1 | ||
| 1st(1st leg): 04/11/2009 13:00 | 2nd (2nd leg): 11/11/2009 09:30 | Winner: Khazar Lankaran | ||||
| 1st(1st leg) | Simurq PFC | - | FK Gäncä | 2:0 | ||
| 2nd (2nd leg) | FK Gäncä | - | Simurq PFC | 0:1 | ||
| 1st(1st leg): 04/11/2009 14:00 | 2nd (2nd leg): 11/11/2009 09:30 | Winner: Simurq PFC | ||||
| 1st(1st leg) | Inter Baku | - | FK Karvan | 4:0 | ||
| 2nd (2nd leg) | FK Karvan | - | Inter Baku | 2:3 | ||
| 1st(1st leg): 04/11/2009 14:30 | 2nd (2nd leg): 11/11/2009 09:30 | Winner: Inter Baku | ||||
