| 1. Round | 25/07/2021 | Desna Chernigov | - | Chernomorets Odessa | 3:0 |  |
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| 2. Round | 01/08/2021 | FK Mariupol | - | Desna Chernigov | 1:2 | |
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| 3. Round | 09/08/2021 | Desna Chernigov | - | Inhulets Petrove | 2:0 | ||||
| 4. Round | 14/08/2021 | Desna Chernigov | - | SK Dnipro-1 | 2:1 | ||||
| 6. Round | 29/08/2021 | Desna Chernigov | - | NK Veres | 0:4 | |
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| 7. Round | 12/09/2021 | Vorskla Poltava | - | Desna Chernigov | 2:2 | |
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| 9. Round | 26/09/2021 | Desna Chernigov | - | Metalist 1925 Kharkiv | 1:2 | ||||
| 10. Round | 03/10/2021 | Zorya Lugansk | - | Desna Chernigov | 2:0 | ||||
| 11. Round | 17/10/2021 | FC Mynai | - | Desna Chernigov | 0:0 | ||||
| 12. Round | 22/10/2021 | Desna Chernigov | - | FK Oleksandriya | 1:1 | ||||
| 13. Round | 30/10/2021 | Shakhtar Donetsk | - | Desna Chernigov | 4:1 | ||||
| 14. Round | 07/11/2021 | FK Lviv | - | Desna Chernigov | 0:2 | ||||
| 15. Round | 21/11/2021 | Desna Chernigov | - | Kolos Kovalivka | 0:1 |  |
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| 17. Round | 05/12/2021 | Desna Chernigov | - | FK Mariupol | 3:3 | ||||
| 18. Round | 10/12/2021 | Inhulets Petrove | - | Desna Chernigov | 2:1 | |
Ukraine