| 1. Round | 16/07/2023 | Kuban-Holding Pavlovskaya | - | FK Druzhba | 3:0 |  |
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| 2. Round | 23/07/2023 | Kuban-Holding Pavlovskaya | - | Rubin Yalta | 0:1 | ||||
| 3. Round | 29/07/2023 | Kuban-Holding Pavlovskaya | - | FK SKA Rostov | 1:3 | ||||
| 4. Round | 06/08/2023 | Dinamo Stavropol | - | Kuban-Holding Pavlovskaya | 0:1 | |
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| 5. Round | 13/08/2023 | Kuban-Holding Pavlovskaya | - | FK Sevastopol | 7:0 |  |
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| 6. Round | 19/08/2023 | FK Biolog Novokubansk | - | Kuban-Holding Pavlovskaya | 1:2 | ||||
| 8. Round | 03/09/2023 | Kuban-Holding Pavlovskaya | - | Rubin Yalta | 0:1 | ||||
| 9. Round | 09/09/2023 | FK SKA Rostov | - | Kuban-Holding Pavlovskaya | 0:1 | ||||
| 10. Round | 17/09/2023 | Kuban-Holding Pavlovskaya | - | Dinamo Stavropol | 2:0 | |
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| 11. Round | 23/09/2023 | FK Sevastopol | - | Kuban-Holding Pavlovskaya | 1:0 | ||||
| 12. Round | 01/10/2023 | Kuban-Holding Pavlovskaya | - | FK Biolog Novokubansk | 2:1 | |
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| 14. Round | 14/10/2023 | FK Druzhba | - | Kuban-Holding Pavlovskaya | 0:1 |
Russia