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| 12.09.2009 | 14:00 | Yednist Pliski | - | Shakhtar Donetsk | 1:3 | |
| 15:00 | FK Feniks-Illychovets Kalinine | - | Dnipro Dnipropetrovsk | 1:2 | ||
| 15:00 | Stal Alchevsk | - | FK Obolon | 0:3 | ||
| 17:00 | Volyn Lutsk | - | FK Krivbas (old) | 2:1 | ||
| 17:00 | Tavriya Simferopol (1958-2014) | - | FK Illichivets | 4:2 | ||
| 17:00 | Krymteplitsia Molodizhne | - | Metalurg Zaporizhya | 1:2 | ||
| 17:00 | Metalurh Donetsk | - | Karpaty Lviv | 2:1 | ||
| 18:00 | Metalist Kharkiv | - | Dinamo Kiev | 0:1 |
