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| 27/08/2019 | 14:00 | Tavriya Simferopol | - | FK Bukovina | 2:3 | |
| 15:00 | MFK Mikolaiv | - | Prykarpattya Ivano-Frankivsk | 5:1 | ||
| 15:00 | FC Dinaz Vyshhorod | - | FK Nyva Vinnytsia | 1:0 | ||
| 15:00 | FK Podillya-Khmelnitskiy | - | Volyn Lutsk | 4:5 pso | ||
| 15:00 | NK Veres | - | Rukh Lviv | 1:2 | ||
| 15:00 | Hirnyk-Sport | - | Metalurg Zaporizhya | 6:5 pso | ||
| 16:00 | Inhulets Petrove | - | Metalist 1925 Kharkov | 2:0 | ||
| 16:00 | FC Kalush | - | FC Mynai | 1:2 | ||
| 16:00 | FC Cherkashchyna | - | FK Kremin | 1:2 | ||
| 16:00 | FK Vovchansk | - | Obolon-Brovar Kyiv | 0:1 aet | ||
| 16:00 | Avangard Kramatorsk | - | Balkany Zorya | 3:4 pso | ||
| 16:00 | Alians Lypova Dolyna | - | Chaika Petropavlivska Borshchahivka | 4:1 |
