| 1. Round | 13/07/2019 | Akhmat Grozny [U20] | - | FK Krasnodar [U20] | 3:0 | ||||
| 2. Round | 20/07/2019 | FK Ufa [U20] | - | FK Krasnodar [U20] | 0:4 | ||||
| 3. Round | 26/07/2019 | FK Krasnodar [U20] | - | FK Sochi [U20] | 1:1 | ||||
| 5. Round | 09/08/2019 | FK Krasnodar [U20] | - | Rubin Kazan [U20] | 5:1 | ||||
| 6. Round | 16/08/2019 | FK Tambov [U20] | - | FK Krasnodar [U20] | 2:0 | ||||
| 7. Round | 24/08/2019 | FK Krasnodar [U20] | - | Lokomotiv Moskva [U20] | 1:2 | ||||
| 9. Round | 15/09/2019 | FK Krasnodar [U20] | - | Krylia Sovetov [U20] | 1:3 | ||||
| 10. Round | 22/09/2019 | CSKA Moskva [U20] | - | FK Krasnodar [U20] | 1:4 | ||||
| 11. Round | 29/09/2019 | FK Krasnodar [U20] | - | Arsenal Tula [U20] | 0:4 | ||||
| 12. Round | 05/10/2019 | FK Krasnodar [U20] | - | Spartak Moskva [U20] | 1:1 |  |
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| 20. Round | 29/02/2020 | FK Krasnodar [U20] | - | FK Ufa [U20] | 2:0 | ||||
| 21. Round | 07/03/2020 | Spartak Moskva [U20] | - | FK Krasnodar [U20] | 5:0 | |
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| 22. Round | 14/03/2020 | FK Sochi [U20] | - | FK Krasnodar [U20] | 3:1 |
Russia