| 1. Round | 18/07/2021 | Avangard Kursk | - | FK Kaluga | 1:0 | ||||
| 2. Round | 24/07/2021 | FK Kaluga | - | Dinamo Bryansk | 0:0 |  |
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| 12. Round | 26/09/2021 | FK Kaluga | - | Zenit Penza | 1:1 | ||||
| 13. Round | 30/09/2021 | FK Kaluga | - | Avangard Kursk | 2:1 | ||||
| 14. Round | 04/10/2021 | Dinamo Bryansk | - | FK Kaluga | 2:0 | ||||
| 18. Round | 22/10/2021 | FK Sakhalin | - | FK Kaluga | 0:1 | |
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| 19. Round | 31/10/2021 | FK Kaluga | - | Arsenal Tula 2 | 1:1 | |
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| 20. Round | 04/11/2021 | FK Ryazan | - | FK Kaluga | 2:0 |
Russia