| 1. Round | 09/07/2019 | FK Torpedo Armavir | - | FK Krasnodar 2 | 2:1 | ||||
| 3. Round | 20/07/2019 | Avangard Kursk | - | FK Krasnodar 2 | 1:1 | ||||
| 4. Round | 24/07/2019 | FK Krasnodar 2 | - | Tekstilshchik Ivanovo | 1:1 | ||||
| 5. Round | 28/07/2019 | Enisey Krasnoyarsk | - | FK Krasnodar 2 | 0:1 |  |
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| 11. Round | 31/08/2019 | FK Krasnodar 2 | - | Shinnik Yaroslavl | 2:2 |  |
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| 12. Round | 07/09/2019 | Spartak Moskva 2 | - | FK Krasnodar 2 | 0:3 | |
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| 13. Round | 14/09/2019 | Torpedo Moskva | - | FK Krasnodar 2 | 2:1 | ||||
| 14. Round | 21/09/2019 | FK Chayka | - | FK Krasnodar 2 | 1:1 | |
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| 15. Round | 30/09/2019 | FK Krasnodar 2 | - | Fakel Voronezh | 0:0 | |
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| 16. Round | 05/10/2019 | Baltika Kaliningrad | - | FK Krasnodar 2 | 4:1 | ||||
| 17. Round | 12/10/2019 | FK Krasnodar 2 | - | SKA-Khabarovsk | 2:2 | |
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| 22. Round | 09/11/2019 | Tekstilshchik Ivanovo | - | FK Krasnodar 2 | 1:0 | |
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| 23. Round | 13/11/2019 | FK Krasnodar 2 | - | Enisey Krasnoyarsk | 4:0 | |
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| 24. Round | 17/11/2019 | Rotor Volgograd | - | FK Krasnodar 2 | 0:0 | |
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| 25. Round | 23/11/2019 | FK Krasnodar 2 | - | FK Khimki | 2:2 |
Russia