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| 20/08/2019 | 14:00 | Tavriya Simferopol | - | Real Pharma Odessa | 5:0 | |
| 15:00 | Enerhiya Nova Kakhovka | - | FK Bukovina | 1:4 | ||
| 15:00 | Hirnyk Kryvyi Rih | - | Chaika Petropavlivska Borshchahivka | 0:1 | ||
| 15:00 | NK Veres | - | Niva Ternopil | 2:1 | ||
| 15:00 | FK Podillya-Khmelnitskiy | - | Polissya Zhytomyr (old) | 1:0 | ||
| 15:00 | FK Nyva Vinnytsia | - | FC Nikopol-NPHU | 5:1 | ||
| 15:00 | FC Kalush | - | FK VPK-Ahro Shevchenkivka | 1:0 | ||
| 15:30 | Kristal Kherson | - | FC Dinaz Vyshhorod | 2:4 pso | ||
| 16:00 | Alians Lypova Dolyna | - | FC Uzhhorod | 2:0 | ||
| 17:00 | FK Avanhard Bziv | - | FK Vovchansk | 0:2 aet |
