| 1. Round | 18/07/2021 | Avangard Kursk | - | FK Kaluga | 1:0 | ||||
| 2. Round | 24/07/2021 | FK Kaluga | - | Dinamo Bryansk | 0:0 | ||||
| 5. Round | 15/08/2021 | FK Kaluga | - | Dinamo Vladivostok | 0:2 | ||||
| 6. Round | 21/08/2021 | FK Kaluga | - | FK Sakhalin | 1:1 | ||||
| 7. Round | 29/08/2021 | Arsenal Tula 2 | - | FK Kaluga | 1:0 | ||||
| 9. Round | 10/09/2021 | Sokol Saratov | - | FK Kaluga | 1:0 | ||||
| 10. Round | 14/09/2021 | FK Kaluga | - | Fakel Voronezh 2 | 2:1 |  |
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| 11. Round | 18/09/2021 | Zenit Penza | - | FK Kaluga | 1:0 | ||||
| 12. Round | 26/09/2021 | FK Kaluga | - | Zenit Penza | 1:1 | ||||
| 13. Round | 30/09/2021 | FK Kaluga | - | Avangard Kursk | 2:1 | |
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| 17. Round | 19/10/2021 | Dinamo Vladivostok | - | FK Kaluga | 0:0 | ||||
| 19. Round | 31/10/2021 | FK Kaluga | - | Arsenal Tula 2 | 1:1 | ||||
| 20. Round | 04/11/2021 | FK Ryazan | - | FK Kaluga | 2:0 | |
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| 21. Round | 10/11/2021 | FK Kaluga | - | Sokol Saratov | 0:1 | ||||
| 22. Round | 14/11/2021 | Fakel Voronezh 2 | - | FK Kaluga | 1:0 |
Russia