| 2. Round | 13/07/2019 | Shinnik Yaroslavl | - | Mordovia Saransk | 1:0 | ||||
| 3. Round | 19/07/2019 | FK Nizhny Novgorod | - | Shinnik Yaroslavl | 1:3 |  |
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| 5. Round | 28/07/2019 | Luch Vladivostok | - | Shinnik Yaroslavl | 2:1 | ||||
| 6. Round | 03/08/2019 | Shinnik Yaroslavl | - | Avangard Kursk | 1:3 | ||||
| 8. Round | 14/08/2019 | Shinnik Yaroslavl | - | Enisey Krasnoyarsk | 0:0 | ||||
| 10. Round | 25/08/2019 | Shinnik Yaroslavl | - | FK Khimki | 0:1 | |
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| 16. Round | 05/10/2019 | Torpedo Moskva | - | Shinnik Yaroslavl | 2:0 | ||||
| 17. Round | 12/10/2019 | Shinnik Yaroslavl | - | FK Chayka | 2:3 | ||||
| 21. Round | 03/11/2019 | Shinnik Yaroslavl | - | FK Nizhny Novgorod | 1:3 | ||||
| 22. Round | 09/11/2019 | FK Torpedo Armavir | - | Shinnik Yaroslavl | 0:1 | ||||
| 23. Round | 13/11/2019 | Shinnik Yaroslavl | - | Luch Vladivostok | 3:1 | ||||
| 24. Round | 17/11/2019 | Avangard Kursk | - | Shinnik Yaroslavl | 2:2 |
Russia