1. Round | 16/07/2023 | Kuban-Holding Pavlovskaya | - | FK Druzhba | 3:0 | ||||
3. Round | 29/07/2023 | FK Druzhba | - | Rubin Yalta | 2:1 | ||||
4. Round | 06/08/2023 | FK SKA Rostov | - | FK Druzhba | 0:1 | ||||
5. Round | 13/08/2023 | FK Druzhba | - | Dinamo Stavropol | 1:0 | ||||
7. Round | 27/08/2023 | FK Druzhba | - | FK Biolog Novokubansk | 0:4 | ||||
14. Round | 14/10/2023 | FK Druzhba | - | Kuban-Holding Pavlovskaya | 0:1 |