| 3. Round | 26/07/2019 | FK Tambov [U20] | - | Spartak Moskva [U20] | 2:0 |  |
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| 4. Round | 03/08/2019 | FK Tambov [U20] | - | Arsenal Tula [U20] | 2:0 | ||||
| 5. Round | 09/08/2019 | FK Orenburg [U20] | - | FK Tambov [U20] | 0:1 | |
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| 11. Round | 27/09/2019 | Krylia Sovetov [U20] | - | FK Tambov [U20] | 0:1 | ||||
| 12. Round | 04/10/2019 | Rubin Kazan [U20] | - | FK Tambov [U20] | 2:3 | ||||
| 13. Round | 18/10/2019 | FK Tambov [U20] | - | FK Ural [U20] | 2:1 | ||||
| 14. Round | 25/10/2019 | FK Tambov [U20] | - | FK Ufa [U20] | 7:1 | ||||
| 15. Round | 01/11/2019 | FK Sochi [U20] | - | FK Tambov [U20] | 3:1 | ||||
| 16. Round | 08/11/2019 | FK Rostov [U20] | - | FK Tambov [U20] | 1:0 | ||||
| 17. Round | 21/11/2019 | FK Tambov [U20] | - | Lokomotiv Moskva [U20] | 1:3 | ||||
| 18. Round | 01/12/2019 | FK Krasnodar [U20] | - | FK Tambov [U20] | 4:1 | ||||
| 19. Round | 06/12/2019 | FK Tambov [U20] | - | FK Orenburg [U20] | 3:2 | ||||
| 20. Round | 27/02/2020 | FK Tambov [U20] | - | Rubin Kazan [U20] | 1:0 | ||||
| 22. Round | 15/03/2020 | FK Tambov [U20] | - | Krylia Sovetov [U20] | 3:0 dec. |
Georgia