| 1. Round | 16/07/2023 | FK Sevastopol | - | FK SKA Rostov | 3:1 | ||||
| 2. Round | 23/07/2023 | Dinamo Stavropol | - | FK Sevastopol | 0:2 |  |
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| 4. Round | 06/08/2023 | FK Sevastopol | - | FK Biolog Novokubansk | 0:1 | ||||
| 5. Round | 13/08/2023 | Kuban-Holding Pavlovskaya | - | FK Sevastopol | 7:0 | ||||
| 6. Round | 19/08/2023 | FK Sevastopol | - | FK Druzhba | 0:0 | ||||
| 7. Round | 27/08/2023 | Rubin Yalta | - | FK Sevastopol | 2:1 | ||||
| 8. Round | 03/09/2023 | FK Sevastopol | - | Dinamo Stavropol | 1:0 |
Russia