| 1. Round | 29/07/2023 | Metalist 1925 Kharkiv | - | Shakhtar Donetsk | 1:2 | ||||
| 3. Round | 14/08/2023 | Shakhtar Donetsk | - | FK Oleksandriya | 2:1 | ||||
| 4. Round | 20/08/2023 | Kryvbas Kryvyi Rih | - | Shakhtar Donetsk | 3:3 | ||||
| 6. Round | 02/09/2023 | FC Mynai | - | Shakhtar Donetsk | 1:4 |  |
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| 7. Round | 16/09/2023 | Shakhtar Donetsk | - | FK Obolon | 1:0 | ||||
| 8. Round | 23/09/2023 | Rukh Lviv | - | Shakhtar Donetsk | 1:1 | ||||
| 9. Round | 30/09/2023 | Shakhtar Donetsk | - | Vorskla Poltava | 1:2 | ||||
| 11. Round | 21/10/2023 | Shakhtar Donetsk | - | FC LNZ Cherkasy | 3:0 |  |
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| 13. Round | 03/11/2023 | Dinamo Kiev | - | Shakhtar Donetsk | 0:1 | ||||
| 14. Round | 12/11/2023 | Shakhtar Donetsk | - | SK Dnipro-1 | 1:3 | ||||
| 15. Round | 24/11/2023 | Shakhtar Donetsk | - | Polissya Zhytomyr | 0:0 | ||||
| 16. Round | 03/12/2023 | Shakhtar Donetsk | - | Metalist 1925 Kharkiv | 2:0 | ||||
| 17. Round | 08/12/2023 | Shakhtar Donetsk | - | NK Veres | 2:0 |
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