1. Round | 07/07/2023 | FK Chertanovo [U20] | - | FK Orenburg [U20] | 5:1 | ||||
2. Round | 14/07/2023 | Lokomotiv Moskva [U20] | - | FK Chertanovo [U20] | 3:1 | ||||
3. Round | 21/07/2023 | FK Chertanovo [U20] | - | Krylia Sovetov [U20] | 0:1 | ||||
4. Round | 28/07/2023 | PFC Sochi [U20] | - | FK Chertanovo [U20] | 1:2 | ||||
5. Round | 04/08/2023 | FK Chertanovo [U20] | - | Spartak Moskva [U20] | 3:1 | ||||
7. Round | 18/08/2023 | FK Chertanovo [U20] | - | FK Ural [U20] | 2:2 | ||||
18. Round | 24/11/2023 | FK Chertanovo [U20] | - | Zenit St. Petersburg [U20] | 2:0 | ||||
19. Round | 01/12/2023 | Akademiya Konopleva [U20] | - | FK Chertanovo [U20] | 1:3 |