| 3. Round | 19/07/2019 | FK Nizhny Novgorod | - | Shinnik Yaroslavl | 1:3 | ||||
| 4. Round | 24/07/2019 | Shinnik Yaroslavl | - | FK Torpedo Armavir | 1:1 |  |
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| 5. Round | 28/07/2019 | Luch Vladivostok | - | Shinnik Yaroslavl | 2:1 |  |
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| 6. Round | 03/08/2019 | Shinnik Yaroslavl | - | Avangard Kursk | 1:3 | ||||
| 7. Round | 10/08/2019 | Tekstilshchik Ivanovo | - | Shinnik Yaroslavl | 1:1 | ||||
| 8. Round | 14/08/2019 | Shinnik Yaroslavl | - | Enisey Krasnoyarsk | 0:0 | ||||
| 9. Round | 18/08/2019 | Rotor Volgograd | - | Shinnik Yaroslavl | 2:3 | ||||
| 11. Round | 31/08/2019 | FK Krasnodar 2 | - | Shinnik Yaroslavl | 2:2 | |
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| 12. Round | 07/09/2019 | Shinnik Yaroslavl | - | FK Tom Tomsk | 2:1 | |
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| 13. Round | 14/09/2019 | FK Neftekhimik | - | Shinnik Yaroslavl | 2:2 | |
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| 15. Round | 29/09/2019 | Shinnik Yaroslavl | - | Spartak Moskva 2 | 3:2 | ||||
| 16. Round | 05/10/2019 | Torpedo Moskva | - | Shinnik Yaroslavl | 2:0 | |
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| 18. Round | 19/10/2019 | Fakel Voronezh | - | Shinnik Yaroslavl | 0:4 | ||||
| 19. Round | 23/10/2019 | Shinnik Yaroslavl | - | Baltika Kaliningrad | 0:2 | ||||
| 26. Round | 09/03/2020 | Enisey Krasnoyarsk | - | Shinnik Yaroslavl | 1:3 | |
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| 27. Round | 15/03/2020 | Shinnik Yaroslavl | - | Rotor Volgograd | 0:1 |
Russia