| 1. Round | 07/07/2019 | Tekstilshchik Ivanovo | - | Enisey Krasnoyarsk | 0:1 | ||||
| 2. Round | 13/07/2019 | FK Chertanovo | - | Enisey Krasnoyarsk | 2:1 |  |
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| 5. Round | 28/07/2019 | Enisey Krasnoyarsk | - | FK Krasnodar 2 | 0:1 | ||||
| 6. Round | 03/08/2019 | FK Tom Tomsk | - | Enisey Krasnoyarsk | 0:0 | ||||
| 7. Round | 10/08/2019 | Enisey Krasnoyarsk | - | FK Neftekhimik | 2:2 | ||||
| 8. Round | 14/08/2019 | Shinnik Yaroslavl | - | Enisey Krasnoyarsk | 0:0 | |
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| 9. Round | 20/08/2019 | Spartak Moskva 2 | - | Enisey Krasnoyarsk | 2:0 | ||||
| 10. Round | 25/08/2019 | Torpedo Moskva | - | Enisey Krasnoyarsk | 2:0 | |
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| 11. Round | 31/08/2019 | Enisey Krasnoyarsk | - | FK Chayka | 1:3 | ||||
| 12. Round | 07/09/2019 | Fakel Voronezh | - | Enisey Krasnoyarsk | 1:1 | ||||
| 13. Round | 14/09/2019 | Enisey Krasnoyarsk | - | Baltika Kaliningrad | 2:2 | ||||
| 14. Round | 20/09/2019 | SKA-Khabarovsk | - | Enisey Krasnoyarsk | 2:0 | ||||
| 15. Round | 29/09/2019 | Enisey Krasnoyarsk | - | Mordovia Saransk | 2:1 | ||||
| 19. Round | 23/10/2019 | Enisey Krasnoyarsk | - | Avangard Kursk | 1:1 | ||||
| 20. Round | 27/10/2019 | Enisey Krasnoyarsk | - | FK Chertanovo | 0:2 | ||||
| 23. Round | 13/11/2019 | FK Krasnodar 2 | - | Enisey Krasnoyarsk | 4:0 |
Russia