| 3. Round | 10/08/2019 | FK Oleksandriya | - | Olimpik Donetsk | 2:1 | ||||
| 4. Round | 18/08/2019 | Olimpik Donetsk | - | Karpaty Lviv | 1:3 | ||||
| 5. Round | 24/08/2019 | Dinamo Kiev | - | Olimpik Donetsk | 1:1 | ||||
| 6. Round | 01/09/2019 | Olimpik Donetsk | - | Shakhtar Donetsk | 0:4 | ||||
| 7. Round | 15/09/2019 | FK Mariupol | - | Olimpik Donetsk | 1:1 | ||||
| 8. Round | 21/09/2019 | FK Lviv | - | Olimpik Donetsk | 0:1 | ||||
| 9. Round | 29/09/2019 | Olimpik Donetsk | - | Zorya Lugansk | 0:5 | ||||
| 10. Round | 05/10/2019 | Desna Chernigov | - | Olimpik Donetsk | 1:0 | ||||
| 11. Round | 20/10/2019 | Olimpik Donetsk | - | Vorskla Poltava | 2:0 | ||||
| 12. Round | 26/10/2019 | Olimpik Donetsk | - | SK Dnipro-1 | 3:2 | ||||
| 13. Round | 03/11/2019 | Kolos Kovalivka | - | Olimpik Donetsk | 1:2 |  |
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| 14. Round | 10/11/2019 | Olimpik Donetsk | - | FK Oleksandriya | 0:0 | ||||
| 15. Round | 24/11/2019 | Karpaty Lviv | - | Olimpik Donetsk | 1:2 | ||||
| 18. Round | 14/12/2019 | Olimpik Donetsk | - | FK Mariupol | 1:2 | ||||
| 22. Round | 07/03/2020 | Vorskla Poltava | - | Olimpik Donetsk | 1:0 |
Ukraine