| 2. Ronde | 23.07.2023 | Kuban-Holding Pavlovskaya | - | Rubin Yalta | 0:1 |  |
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| 3. Ronde | 29.07.2023 | FK Druzhba | - | Rubin Yalta | 2:1 | ||||
| 5. Ronde | 13.08.2023 | Rubin Yalta | - | FK SKA Rostov | 1:1 | ||||
| 6. Ronde | 19.08.2023 | Dinamo Stavropol | - | Rubin Yalta | 1:4 | ||||
| 7. Ronde | 27.08.2023 | Rubin Yalta | - | FK Sevastopol | 2:1 | |
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| 8. Ronde | 03.09.2023 | Kuban-Holding Pavlovskaya | - | Rubin Yalta | 0:1 | |
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| 9. Ronde | 09.09.2023 | Rubin Yalta | - | FK Druzhba | 0:1 | |
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| 14. Ronde | 14.10.2023 | Rubin Yalta | - | FK Biolog Novokubansk | 3:3 |
Rusland