| 1. Round | 11/09/2020 | FK Chertanovo [U20] | - | Dinamo Moskva [U20] | 1:3 | ||||
| 3. Round | 22/09/2020 | Arsenal Tula [U20] | - | FK Chertanovo [U20] | 0:0 | ||||
| 4. Round | 29/09/2020 | FK Chertanovo [U20] | - | FK Rostov [U20] | 1:1 | ||||
| 5. Round | 03/10/2020 | FK Chertanovo [U20] | - | FK Tambov [U20] | 3:4 | ||||
| 9. Round | 05/11/2020 | FK Chertanovo [U20] | - | Akhmat Grozny [U20] | 1:3 | ||||
| 10. Round | 19/11/2020 | FK Rostov [U20] | - | FK Chertanovo [U20] | 2:1 | ||||
| 11. Round | 25/11/2020 | Dinamo Moskva [U20] | - | FK Chertanovo [U20] | 11:3 | ||||
| 13. Round | 09/12/2020 | FK Sochi [U20] | - | FK Chertanovo [U20] | 4:1 | ||||
| 15. Round | 28/02/2021 | FK Chertanovo [U20] | - | Rotor Volgograd [U20] | 2:1 |
Russia