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| 1st(1st leg) | FK Drina | - | Radnik Bijeljina | 0:1 | ||
| 2nd (2nd leg) | Radnik Bijeljina | - | FK Drina | 0:0 | ||
| 1st(1st leg): 01/10/2008 14:30 | 2nd (2nd leg): 08/10/2008 14:00 | Winner: Radnik Bijeljina | ||||
| 1st(1st leg) | Zvijezda Gradačac | - | Velež Mostar | 4:1 | ||
| 2nd (2nd leg) | Velež Mostar | - | Zvijezda Gradačac | 3:0 | ||
| 1st(1st leg): 01/10/2008 14:30 | 2nd (2nd leg): 08/10/2008 14:00 | Winner: Velež Mostar | ||||
| 1st(1st leg) | NK GOŠK Gabela | - | Olimpic Sarajevo | 2:1 | ||
| 2nd (2nd leg) | Olimpic Sarajevo | - | NK GOŠK Gabela | 2:0 | ||
| 1st(1st leg): 01/10/2008 14:30 | 2nd (2nd leg): 08/10/2008 14:00 | Winner: Olimpic Sarajevo | ||||
| 1st(1st leg) | NK Travnik | - | Slavija Sarajevo | 0:1 | ||
| 2nd (2nd leg) | Slavija Sarajevo | - | NK Travnik | 3:1 | ||
| 1st(1st leg): 01/10/2008 14:30 | 2nd (2nd leg): 08/10/2008 14:00 | Winner: Slavija Sarajevo | ||||
| 1st(1st leg) | Radnik Lipnica | - | HNK Orašje | 4:4 | ||
| 2nd (2nd leg) | HNK Orašje | - | Radnik Lipnica | 2:0 | ||
| 1st(1st leg): 01/10/2008 14:30 | 2nd (2nd leg): 08/10/2008 14:00 | Winner: HNK Orašje | ||||
| 1st(1st leg) | Široki Brijeg | - | FK Modriča | 3:0 | ||
| 2nd (2nd leg) | FK Modriča | - | Široki Brijeg | 2:0 | ||
| 1st(1st leg): 01/10/2008 14:30 | 2nd (2nd leg): 08/10/2008 14:00 | Winner: Široki Brijeg | ||||
| 1st(1st leg) | FK Sutjeska Foča | - | Zrinjski Mostar | 0:1 | ||
| 2nd (2nd leg) | Zrinjski Mostar | - | FK Sutjeska Foča | 2:1 | ||
| 1st(1st leg): 01/10/2008 14:30 | 2nd (2nd leg): 07/10/2008 14:00 | Winner: Zrinjski Mostar | ||||
| 1st(1st leg) | Sloboda Tuzla | - | Famos Hrasnica | 3:1 | ||
| 2nd (2nd leg) | Famos Hrasnica | - | Sloboda Tuzla | 1:2 | ||
| 1st(1st leg): 08/10/2008 14:00 | 2nd (2nd leg): 14/10/2008 14:00 | Winner: Sloboda Tuzla | ||||
