| 4. Round | 24/07/2019 | FK Chayka | - | SKA-Khabarovsk | 0:2 | ||||
| 17. Round | 12/10/2019 | Shinnik Yaroslavl | - | FK Chayka | 2:3 |  |
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| 18. Round | 19/10/2019 | FK Chayka | - | Spartak Moskva 2 | 2:1 | ||||
| 19. Round | 23/10/2019 | Torpedo Moskva | - | FK Chayka | 2:1 | ||||
| 20. Round | 27/10/2019 | FK Chayka | - | Fakel Voronezh | 0:1 | ||||
| 21. Round | 03/11/2019 | FK Chayka | - | Baltika Kaliningrad | 1:0 | ||||
| 22. Round | 09/11/2019 | SKA-Khabarovsk | - | FK Chayka | 3:2 | ||||
| 23. Round | 13/11/2019 | FK Chayka | - | Mordovia Saransk | 3:1 | ||||
| 24. Round | 17/11/2019 | FK Nizhny Novgorod | - | FK Chayka | 1:2 | ||||
| 25. Round | 23/11/2019 | FK Chayka | - | FK Torpedo Armavir | 1:0 | ||||
| 26. Round | 09/03/2020 | FK Chayka | - | Luch Vladivostok | 1:1 | ||||
| 27. Round | 15/03/2020 | FK Chayka | - | Avangard Kursk | 1:1 |
Russia