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| 25/09/2018 | 16:30 | PFC Sumy | - | Karpaty Lviv | 0:3 (0:1) | |
| 26/09/2018 | 13:00 | Kristal Kherson | - | Desna Chernigov | 2:3 (0:0) | |
| 13:30 | Myr Hornostayivka | - | Inhulets Petrove | 0:3 (0:1) | ||
| 14:00 | FK Nyva Vinnytsia | - | Hirnyk Kryvyi Rih | 3:4 (0:0, 0:0, 0:0) pso | ||
| 14:00 | FC Kalush | - | Metalist 1925 Kharkov | 1:0 (0:0, 0:0) aet | ||
| 15:00 | Zirka Kropyvnytskyi | - | Olimpik Donetsk | 4:5 (0:1, 1:1, 1:1) pso | ||
| 15:00 | FC Cherkashchyna-Akademiya | - | Arsenal Kiev | 3:2 (0:1, 2:2) aet | ||
| 15:00 | FC Mynai | - | MFK Mikolaiv | 3:1 (1:0) | ||
| 16:00 | SK Dnipro-1 | - | Volyn Lutsk | 2:1 (1:0) | ||
| 17:00 | Chernomorets Odessa | - | FC Oleksandriya | 3:0 (1:0) |
