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| 16/07/2008 | NK Veres | - | FK Korosten | 0:1 | ||
| Yednist Pliski II | - | Hirnyk-Sport | 3:0 | |||
| Arsenal Bila Tserkva | - | Shakhtar Sverdlovsk | 3:1 | |||
| FK Poltava | - | Arsenal Kharkiv | 4:1 | |||
| FK Kremin | - | FK Bukovina | dnp | |||
| FK Podillya-Khmelnitskiy | - | FK Nafkom | 4:0 | |||
| FK Olkom | - | Dnipro-75 | 2:0 | |||
| Titan Donetsk | - | Yednist Pliski | 0:1 | |||
| PFK Niva Vinnytsia | - | Titan Armyansk | 3:1 aet | |||
| Stal Dniprodzerzhynsk (old) | - | Niva Ternopil | 2:0 | |||
| FK Ros | - | FK Bastion | 1:3 | |||
| Zirka Kirovograd | - | FK Yavir | 1:0 | |||
| Olimpik Donetsk | - | Hirnyk Kryvyi Rih | 4:1 |
