| 1. Round | 06/04/2024 | Luki-Energiya Velikiye Luki | - | FK Chertanovo | 0:2 | ||||
| 2. Round | 13/04/2024 | FK Chertanovo | - | Rodina-M Moskva | 2:2 | ||||
| 3. Round | 20/04/2024 | Zvezda St. Petersburg | - | FK Chertanovo | 1:1 | ||||
| 4. Round | 28/04/2024 | FK Chertanovo | - | Zenit St. Petersburg 2 | 3:0 | ||||
| 5. Round | 05/05/2024 | Spartak Moskva 2 | - | FK Chertanovo | 4:0 | ||||
| 6. Round | 12/05/2024 | FK Chertanovo | - | FC Irkutsk | 2:1 | ||||
| 7. Round | 19/05/2024 | FK Saturn | - | FK Chertanovo | 1:1 |  |
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| 9. Round | 01/06/2024 | Dinamo Vologda | - | FK Chertanovo | 1:4 | ||||
| 10. Round | 07/06/2024 | FK Tver | - | FK Chertanovo | 1:3 | ||||
| 11. Round | 13/06/2024 | FK Chertanovo | - | Dinamo St. Petersburg | 1:3 | ||||
| 12. Round | 19/06/2024 | Torpedo Vladimir | - | FK Chertanovo | 1:2 | ||||
| 14. Round | 01/07/2024 | FK Znamya Truda | - | FK Chertanovo | 0:2 | ||||
| 15. Round | 07/07/2024 | FK Chertanovo | - | Baltika Kaliningrad 2 | 5:2 |
Russia