| 2. Round | 29/07/2023 | FK Tver | - | Dinamo Vologda | 0:2 | ||||
| 3. Round | 06/08/2023 | Dinamo Vologda | - | FK Electron | 1:0 |  |
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| 4. Round | 13/08/2023 | FK Znamya Truda | - | Dinamo Vologda | 0:0 | ||||
| 5. Round | 19/08/2023 | Dinamo Vologda | - | Dinamo Moskva 2 | 1:2 | ||||
| 6. Round | 27/08/2023 | Enisey Krasnoyarsk 2 | - | Dinamo Vologda | 1:0 | ||||
| 7. Round | 03/09/2023 | Dinamo Vologda | - | FC Irkutsk | 0:1 | ||||
| 8. Round | 09/09/2023 | Zenit St. Petersburg 2 | - | Dinamo Vologda | 2:0 | |
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| 9. Round | 17/09/2023 | Dinamo Vologda | - | Luki-Energiya Velikiye Luki | 2:1 | ||||
| 11. Round | 01/10/2023 | Dinamo Vologda | - | Baltika Kaliningrad 2 | 0:1 | ||||
| 13. Round | 15/10/2023 | Dinamo Vologda | - | Zvezda St. Petersburg | 4:1 | ||||
| 14. Round | 22/10/2023 | Dinamo Vologda | - | Dinamo St. Petersburg | 0:2 | ||||
| 15. Round | 29/10/2023 | Khimik Dzerzhinsk | - | Dinamo Vologda | 1:1 | ||||
| 16. Round | 05/11/2023 | Dinamo Vologda | - | Dinamo Kirov | 3:2 | ||||
| 17. Round | 12/11/2023 | Rodina-M Moskva | - | Dinamo Vologda | 1:1 |
Russia