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| H (Match allé) | Radnik Bijeljina | - | Zrinjski Mostar | 1:1 | ||
| R (match retour) | Zrinjski Mostar | - | Radnik Bijeljina | 2:0 | ||
| H (Match allé): 28.10.2008 14:00 | R (match retour): 12.11.2008 15:30 | vainqueur: Zrinjski Mostar | ||||
| H (Match allé) | Slavija Sarajevo | - | Olimpic Sarajevo | 1:1 | ||
| R (match retour) | Olimpic Sarajevo | - | Slavija Sarajevo | 1:3 | ||
| H (Match allé): 29.10.2008 14:00 | R (match retour): 12.11.2008 13:30 | vainqueur: Slavija Sarajevo | ||||
| H (Match allé) | Velež Mostar | - | Široki Brijeg | 1:4 | ||
| R (match retour) | Široki Brijeg | - | Velež Mostar | 0:2 | ||
| H (Match allé): 29.10.2008 14:00 | R (match retour): 12.11.2008 13:30 | vainqueur: Široki Brijeg | ||||
| H (Match allé) | Sloboda Tuzla | - | HNK Orašje | 2:0 | ||
| R (match retour) | HNK Orašje | - | Sloboda Tuzla | 0:0 | ||
| H (Match allé): 29.10.2008 17:00 | R (match retour): 12.11.2008 13:30 | vainqueur: Sloboda Tuzla | ||||
