| 1. Round | 23/07/2018 | Chernomorets Odessa | - | Olimpik Donetsk | 2:1 | ||||
| 2. Round | 29/07/2018 | Olimpik Donetsk | - | Vorskla Poltava | 1:0 |  |
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| 4. Round | 10/08/2018 | Olimpik Donetsk | - | FK Lviv | 1:1 | ||||
| 5. Round | 19/08/2018 | Zorya Lugansk | - | Olimpik Donetsk | 0:0 | ||||
| 6. Round | 24/08/2018 | Olimpik Donetsk | - | Shakhtar Donetsk | 2:5 |  |
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| 9. Round | 22/09/2018 | Arsenal Kiev | - | Olimpik Donetsk | 1:3 | ||||
| 10. Round | 29/09/2018 | Olimpik Donetsk | - | FK Oleksandriya | 2:3 | ||||
| 11. Round | 07/10/2018 | Dinamo Kiev | - | Olimpik Donetsk | 1:0 | ||||
| 18. Round | 09/12/2018 | Olimpik Donetsk | - | Desna Chernigov | 1:1 | ||||
| 19. Round | 23/02/2019 | FK Mariupol | - | Olimpik Donetsk | 2:1 | |
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| 20. Round | 03/03/2019 | Olimpik Donetsk | - | Arsenal Kiev | 0:1 | |
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| 21. Round | 10/03/2019 | FK Oleksandriya | - | Olimpik Donetsk | 1:1 | ||||
| 22. Round | 17/03/2019 | Olimpik Donetsk | - | Dinamo Kiev | 1:2 |
Ukraine