| 1. Round | 19/09/2020 | ACF Fiorentina [Youth] | - | Bologna FC [Youth] | 1:2 |  |
|||
| 2. Round | 26/09/2020 | Ascoli Calcio [Youth] | - | ACF Fiorentina [Youth] | 1:2 | |
|||
| 3. Round | 04/10/2020 | ACF Fiorentina [Youth] | - | AS Roma [Youth] | 2:3 | ||||
| 4. Round | 17/10/2020 | ACF Fiorentina [Youth] | - | Cagliari Calcio [Youth] | 6:0 | ||||
| 6. Round | 30/10/2020 | ACF Fiorentina [Youth] | - | Lazio Roma [Youth] | 1:3 | ||||
| 17. Round | 03/04/2021 | ACF Fiorentina [Youth] | - | Ascoli Calcio [Youth] | 5:2 | ||||
| 18. Round | 10/04/2021 | AS Roma [Youth] | - | ACF Fiorentina [Youth] | 1:1 | ||||
| 20. Round | 24/04/2021 | ACF Fiorentina [Youth] | - | Empoli FC [Youth] | 0:4 | ||||
| 21. Round | 03/05/2021 | Lazio Roma [Youth] | - | ACF Fiorentina [Youth] | 5:0 | ||||
| 22. Round | 09/05/2021 | ACF Fiorentina [Youth] | - | Genoa CFC [Youth] | 0:2 | ||||
| 24. Round | 21/05/2021 | ACF Fiorentina [Youth] | - | SPAL 2013 Ferrara [Youth] | 1:2 | ||||
| 29. Round | 12/06/2021 | ACF Fiorentina [Youth] | - | Sampdoria [Youth] | 1:1 | ||||
| 30. Round | 16/06/2021 | Sassuolo Calcio [Youth] | - | ACF Fiorentina [Youth] | 1:2 | |
Bulgaria