| 1. Round | 07/07/2019 | Tekstilshchik Ivanovo | - | Enisey Krasnoyarsk | 0:1 | ||||
| 3. Round | 20/07/2019 | Enisey Krasnoyarsk | - | Rotor Volgograd | 0:3 | ||||
| 4. Round | 24/07/2019 | FK Khimki | - | Enisey Krasnoyarsk | 4:0 | ||||
| 5. Round | 28/07/2019 | Enisey Krasnoyarsk | - | FK Krasnodar 2 | 0:1 | ||||
| 6. Round | 03/08/2019 | FK Tom Tomsk | - | Enisey Krasnoyarsk | 0:0 |  |
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| 7. Round | 10/08/2019 | Enisey Krasnoyarsk | - | FK Neftekhimik | 2:2 | |
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| 8. Round | 14/08/2019 | Shinnik Yaroslavl | - | Enisey Krasnoyarsk | 0:0 | ||||
| 9. Round | 20/08/2019 | Spartak Moskva 2 | - | 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 | ||||
| 17. Round | 12/10/2019 | Enisey Krasnoyarsk | - | FK Torpedo Armavir | 1:1 | ||||
| 22. Round | 09/11/2019 | Enisey Krasnoyarsk | - | FK Khimki | 1:0 | ||||
| 23. Round | 13/11/2019 | FK Krasnodar 2 | - | Enisey Krasnoyarsk | 4:0 | ||||
| 24. Round | 17/11/2019 | Enisey Krasnoyarsk | - | FK Tom Tomsk | 3:0 | ||||
| 25. Round | 23/11/2019 | FK Neftekhimik | - | Enisey Krasnoyarsk | 1:0 |
Russia