| 7. Round | 05/09/2020 | FK Chertanovo | - | Tekstilshchik Ivanovo | 0:1 | ||||
| 8. Round | 09/09/2020 | FK Chertanovo | - | Krylia Sovetov | 0:1 | ||||
| 9. Round | 13/09/2020 | Volgar Astrakhan | - | FK Chertanovo | 1:0 | ||||
| 10. Round | 19/09/2020 | FK Chertanovo | - | Fakel Voronezh | 0:3 |  |
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| 11. Round | 23/09/2020 | Shinnik Yaroslavl | - | FK Chertanovo | 1:1 | |
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| 12. Round | 27/09/2020 | FK Chertanovo | - | Torpedo Moskva | 0:0 | ||||
| 34. Round | 02/04/2021 | FK Krasnodar 2 | - | FK Chertanovo | 1:0 | ||||
| 37. Round | 17/04/2021 | FK Chertanovo | - | SKA-Khabarovsk | 0:4 | ||||
| 38. Round | 24/04/2021 | FK Chayka | - | FK Chertanovo | 1:1 |
Russia