| 1. Round | 29/07/2023 | FK Krasnodar [U16] | - | Uor-5 Egorievsk [U16] | 5:1 |  |
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| 2. Round | 05/08/2023 | Zenit St. Petersburg [U16] | - | FK Krasnodar [U16] | 4:0 | ||||
| 3. Round | 12/08/2023 | FK Krasnodar [U16] | - | Akademiya Konopleva [U16] | 7:0 | ||||
| 4. Round | 19/08/2023 | Chertanovo Football Academy [U16] | - | FK Krasnodar [U16] | 1:2 | |
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| 5. Round | 02/09/2023 | CSKA Moskva [U16] | - | FK Krasnodar [U16] | 3:4 | ||||
| 6. Round | 09/09/2023 | FK Krasnodar [U16] | - | Dinamo Moskva [U16] | 5:1 | |
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| 7. Round | 16/09/2023 | FK Krasnodar [U16] | - | Rubin Kazan [U16] | 4:0 | |
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| 8. Round | 23/09/2023 | Lokomotiv Moskva [U16] | - | FK Krasnodar [U16] | 1:6 |  |
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| 9. Round | 30/09/2023 | FK Krasnodar [U16] | - | FShM Moskva [U16] | 2:1 | ||||
| 10. Round | 07/10/2023 | FK Rostov [U16] | - | FK Krasnodar [U16] | 0:3 | ||||
| 11. Round | 21/10/2023 | FK Krasnodar [U16] | - | SShOR Zenit [U16] | 1:0 | ||||
| 12. Round | 28/10/2023 | Spartak Moskva [U16] | - | FK Krasnodar [U16] | 2:1 | ||||
| 13. Round | 04/11/2023 | FK Krasnodar [U16] | - | FK Strogino Moskva [U16] | 8:1 | |
Russia