| 22. Round | 15/11/2020 | FK Tom Tomsk | - | FK Chertanovo | 1:2 |  |
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| 23. Round | 21/11/2020 | FK Chertanovo | - | Irtysh Omsk | 0:1 | ||||
| 24. Round | 25/11/2020 | Dinamo Bryansk | - | FK Chertanovo | 1:2 | ||||
| 25. Round | 29/11/2020 | FK Chertanovo | - | FK Neftekhimik | 1:0 |  |
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| 26. Round | 05/12/2020 | Alania Vladikavkaz | - | FK Chertanovo | 3:1 | ||||
| 32. Round | 24/03/2021 | Torpedo Moskva | - | FK Chertanovo | 3:0 | ||||
| 35. Round | 07/04/2021 | FK Chertanovo | - | Baltika Kaliningrad | 1:2 | |
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| 36. Round | 11/04/2021 | FK Chertanovo | - | Veles Moskva | 2:4 | ||||
| 37. Round | 17/04/2021 | FK Chertanovo | - | SKA-Khabarovsk | 0:4 | ||||
| 38. Round | 24/04/2021 | FK Chayka | - | FK Chertanovo | 1:1 | |
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| 39. Round | 28/04/2021 | FK Chertanovo | - | FK Orenburg | 2:3 | ||||
| 40. Round | 02/05/2021 | Enisey Krasnoyarsk | - | FK Chertanovo | 1:1 | ||||
| 41. Round | 08/05/2021 | FK Chertanovo | - | FK Nizhny Novgorod | 1:3 | |
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| 42. Round | 15/05/2021 | Spartak Moskva 2 | - | FK Chertanovo | 4:3 |
Russia