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| 1st(1st leg) | Radnik Bijeljina | - | Zrinjski Mostar | 1:1 | ||
| 2nd (2nd leg) | Zrinjski Mostar | - | Radnik Bijeljina | 2:0 | ||
| 1st(1st leg): 28/10/2008 13:00 | 2nd (2nd leg): 12/11/2008 14:30 | Winner: Zrinjski Mostar | ||||
| 1st(1st leg) | Slavija Sarajevo | - | Olimpic Sarajevo | 1:1 | ||
| 2nd (2nd leg) | Olimpic Sarajevo | - | Slavija Sarajevo | 1:3 | ||
| 1st(1st leg): 29/10/2008 13:00 | 2nd (2nd leg): 12/11/2008 12:30 | Winner: Slavija Sarajevo | ||||
| 1st(1st leg) | Velež Mostar | - | Široki Brijeg | 1:4 | ||
| 2nd (2nd leg) | Široki Brijeg | - | Velež Mostar | 0:2 | ||
| 1st(1st leg): 29/10/2008 13:00 | 2nd (2nd leg): 12/11/2008 12:30 | Winner: Široki Brijeg | ||||
| 1st(1st leg) | Sloboda Tuzla | - | HNK Orašje | 2:0 | ||
| 2nd (2nd leg) | HNK Orašje | - | Sloboda Tuzla | 0:0 | ||
| 1st(1st leg): 29/10/2008 16:00 | 2nd (2nd leg): 12/11/2008 12:30 | Winner: Sloboda Tuzla | ||||
