| 1. Round | 31/07/2019 | FK Oleksandriya | - | Shakhtar Donetsk | 1:3 | ||||
| 2. Round | 04/08/2019 | Shakhtar Donetsk | - | Karpaty Lviv | 3:0 | ||||
| 3. Round | 10/08/2019 | Dinamo Kiev | - | Shakhtar Donetsk | 1:2 | ||||
| 4. Round | 18/08/2019 | FK Lviv | - | Shakhtar Donetsk | 0:2 |  |
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| 5. Round | 25/08/2019 | Shakhtar Donetsk | - | FK Mariupol | 5:1 | ||||
| 6. Round | 01/09/2019 | Olimpik Donetsk | - | Shakhtar Donetsk | 0:4 | ||||
| 7. Round | 14/09/2019 | Shakhtar Donetsk | - | Zorya Lugansk | 4:3 | ||||
| 8. Round | 22/09/2019 | Desna Chernigov | - | Shakhtar Donetsk | 0:1 | ||||
| 9. Round | 27/09/2019 | Shakhtar Donetsk | - | Vorskla Poltava | 4:0 | ||||
| 11. Round | 18/10/2019 | Shakhtar Donetsk | - | Kolos Kovalivka | 6:0 | ||||
| 14. Round | 10/11/2019 | Shakhtar Donetsk | - | Dinamo Kiev | 1:0 | ||||
| 15. Round | 22/11/2019 | Shakhtar Donetsk | - | FK Lviv | 4:1 | ||||
| 17. Round | 06/12/2019 | Shakhtar Donetsk | - | Olimpik Donetsk | 3:0 |  |
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| 18. Round | 14/12/2019 | Zorya Lugansk | - | Shakhtar Donetsk | 1:2 | ||||
| 19. Round | 23/02/2020 | Shakhtar Donetsk | - | Desna Chernigov | 1:0 | ||||
| 21. Round | 04/03/2020 | Shakhtar Donetsk | - | SK Dnipro-1 | 4:1 | ||||
| 22. Round | 08/03/2020 | Kolos Kovalivka | - | Shakhtar Donetsk | 3:4 |
Ukraine