| 1. Round | 24/07/2021 | FK Tuapse | - | FK Chayka | 0:3 | ||||
| 2. Round | 02/08/2021 | Anzhi Makhachkala | - | FK Tuapse | 1:0 | ||||
| 3. Round | 07/08/2021 | FK Tuapse | - | FK Druzhba | 3:0 |  |
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| 8. Round | 08/09/2021 | Rotor-2 Volgograd | - | FK Tuapse | 0:1 | ||||
| 10. Round | 20/09/2021 | FK Tuapse | - | FK SKA Rostov | 0:3 dec. | |
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| 12. Round | 04/10/2021 | FK Tuapse | - | Chernomorets Novorossisk | 0:1 | |
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| 14. Round | 18/10/2021 | FK Tuapse | - | FK Biolog Novokubansk | 0:3 dec. | |
Russia