| 1. Round | 10/07/2021 | FK Neftekhimik | - | Olimp-Dolgoprudny | 1:0 |  |
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| 2. Round | 17/07/2021 | Rotor Volgograd | - | Olimp-Dolgoprudny | 1:1 | ||||
| 3. Round | 23/07/2021 | Olimp-Dolgoprudny | - | FK Kamaz | 1:1 | ||||
| 4. Round | 31/07/2021 | FK Krasnodar 2 | - | Olimp-Dolgoprudny | 2:0 | ||||
| 6. Round | 14/08/2021 | Enisey Krasnoyarsk | - | Olimp-Dolgoprudny | 1:0 | |
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| 7. Round | 21/08/2021 | Olimp-Dolgoprudny | - | Kuban Krasnodar | 1:0 | ||||
| 8. Round | 28/08/2021 | Spartak Moskva 2 | - | Olimp-Dolgoprudny | 0:2 | ||||
| 9. Round | 05/09/2021 | Olimp-Dolgoprudny | - | Alania Vladikavkaz | 1:1 | ||||
| 10. Round | 11/09/2021 | Tekstilshchik Ivanovo | - | Olimp-Dolgoprudny | 3:1 | |
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| 11. Round | 15/09/2021 | Olimp-Dolgoprudny | - | Veles Moskva | 0:2 | ||||
| 13. Round | 25/09/2021 | Volgar Astrakhan | - | Olimp-Dolgoprudny | 0:1 | ||||
| 14. Round | 29/09/2021 | Olimp-Dolgoprudny | - | Metallurg Lipetsk | 1:0 | |
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| 16. Round | 09/10/2021 | Olimp-Dolgoprudny | - | Fakel Voronezh | 2:0 |  |
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| 21. Round | 06/11/2021 | FK Kamaz | - | Olimp-Dolgoprudny | 1:1 |
Russia