| 4. Round | 06/08/2023 | FK Sevastopol | - | FK Biolog Novokubansk | 0:1 | ||||
| 7. Round | 27/08/2023 | Rubin Yalta | - | FK Sevastopol | 2:1 | ||||
| 8. Round | 03/09/2023 | FK Sevastopol | - | Dinamo Stavropol | 1:0 | ||||
| 10. Round | 17/09/2023 | FK Biolog Novokubansk | - | FK Sevastopol | 1:1 |  |
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| 11. Round | 23/09/2023 | FK Sevastopol | - | Kuban-Holding Pavlovskaya | 1:0 | ||||
| 13. Round | 07/10/2023 | FK Sevastopol | - | Rubin Yalta | 1:0 |
Russia