| 1. Jornada | 07.07.2019 | FK Chayka | - | FK Chertanovo | 0:1 | ||||
| 2. Jornada | 13.07.2019 | FK Chertanovo | - | Enisey Krasnoyarsk | 2:1 | ||||
| 3. Jornada | 20.07.2019 | Fakel Voronezh | - | FK Chertanovo | 0:0 | ||||
| 4. Jornada | 24.07.2019 | FK Chertanovo | - | Rotor Volgograd | 1:0 |  |
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| 5. Jornada | 28.07.2019 | Baltika Kaliningrad | - | FK Chertanovo | 1:2 | ||||
| 6. Jornada | 03.08.2019 | FK Chertanovo | - | FK Khimki | 0:0 | ||||
| 7. Jornada | 10.08.2019 | SKA-Khabarovsk | - | FK Chertanovo | 0:0 | ||||
| 8. Jornada | 14.08.2019 | FK Chertanovo | - | FK Krasnodar 2 | 1:2 | ||||
| 9. Jornada | 18.08.2019 | Mordovia Saransk | - | FK Chertanovo | 2:3 | ||||
| 10. Jornada | 25.08.2019 | FK Chertanovo | - | FK Tom Tomsk | 1:1 |  |
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| 11. Jornada | 31.08.2019 | FK Nizhny Novgorod | - | FK Chertanovo | 0:0 | ||||
| 12. Jornada | 07.09.2019 | FK Chertanovo | - | FK Neftekhimik | 2:2 | ||||
| 13. Jornada | 15.09.2019 | FK Torpedo Armavir | - | FK Chertanovo | 1:1 | ||||
| 26. Jornada | 10.03.2020 | FK Krasnodar 2 | - | FK Chertanovo | 1:2 | ||||
| 27. Jornada | 15.03.2020 | FK Chertanovo | - | Mordovia Saransk | 3:0 |
Bielorrusia