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| H | FK Poltava | - | Shakhtar Donetsk | 1:5 (1:1) | ||
| R | Shakhtar Donetsk | - | FK Poltava | 4:1 (4:0) | ||
| H: 25.09.2014 15:00 | R: 27.10.2014 14:00 | Sieger: Shakhtar Donetsk | ||||
| H | FK Oleksandriya | - | Zorya Lugansk | 0:1 (0:0) | ||
| R | Zorya Lugansk | - | FK Oleksandriya | 1:1 (1:1) | ||
| H: 26.09.2014 17:30 | R: 30.10.2014 16:00 | Sieger: Zorya Lugansk | ||||
| H | FK Illichivets | - | Vorskla Poltava | 0:1 (0:1) | ||
| R | Vorskla Poltava | - | FK Illichivets | 3:2 (0:2) | ||
| H: 27.09.2014 13:00 | R: 29.10.2014 16:00 | Sieger: Vorskla Poltava | ||||
| H | Hoverla Uzhgorod | - | Metalist Kharkiv | 2:2 (1:0) | ||
| R | Metalist Kharkiv | - | Hoverla Uzhgorod | 1:1 (1:0) | ||
| H: 27.09.2014 16:00 | R: 29.10.2014 18:30 | Sieger: Metalist Kharkiv | ||||
| H | Volyn Lutsk | - | Dnipro Dnipropetrovsk | 1:0 (1:0) | ||
| R | Dnipro Dnipropetrovsk | - | Volyn Lutsk | 4:0 (1:0) | ||
| H: 27.09.2014 16:00 | R: 27.10.2014 18:00 | Sieger: Dnipro Dnipropetrovsk | ||||
| H | Karpaty Lviv | - | Dinamo Kiev | 0:1 (0:1) | ||
| R | Dinamo Kiev | - | Karpaty Lviv | 1:0 (0:0) | ||
| H: 27.09.2014 18:30 | R: 28.10.2014 18:00 | Sieger: Dinamo Kiev | ||||
| H | Stal Dniprodzerzhynsk (old) | - | Chernomorets Odessa | 2:1 (1:1) | ||
| R | Chernomorets Odessa | - | Stal Dniprodzerzhynsk (old) | 4:2 (1:0, 2:1, 2:1) i.E. | ||
| H: 28.09.2014 13:00 | R: 29.10.2014 18:00 | Sieger: Chernomorets Odessa | ||||
| H | Olimpik Donetsk | - | Metalurg Zaporizhya | 2:0 (1:0) | ||
| R | Metalurg Zaporizhya | - | Olimpik Donetsk | 0:4 (0:3) | ||
| H: 28.09.2014 15:00 | R: 28.10.2014 16:00 | Sieger: Olimpik Donetsk | ||||
