| 5. Round | 24/08/2019 | FK Oleksandriya | - | Desna Chernigov | 0:3 | ||||
| 6. Round | 30/08/2019 | Desna Chernigov | - | Karpaty Lviv | 0:0 | ||||
| 7. Round | 15/09/2019 | Dinamo Kiev | - | Desna Chernigov | 1:2 | ||||
| 16. Round | 01/12/2019 | Desna Chernigov | - | FK Oleksandriya | 2:0 | ||||
| 18. Round | 15/12/2019 | Desna Chernigov | - | Dinamo Kiev | 0:1 | ||||
| 19. Round | 23/02/2020 | Shakhtar Donetsk | - | Desna Chernigov | 1:0 |  |
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| 20. Round | 29/02/2020 | Desna Chernigov | - | FK Mariupol | 4:0 | ||||
| 21. Round | 04/03/2020 | Olimpik Donetsk | - | Desna Chernigov | 1:2 | ||||
| 22. Round | 07/03/2020 | Desna Chernigov | - | Zorya Lugansk | 1:0 |
Ukraine