| 9. Round | 23/11/2018 | AS Roma [Youth] | - | ACF Fiorentina [Youth] | 1:2 | ||||
| 11. Round | 08/12/2018 | Juventus [Youth] | - | ACF Fiorentina [Youth] | 3:2 | ||||
| 15. Round | 19/01/2019 | AC Milan [Youth] | - | ACF Fiorentina [Youth] | 1:2 | ||||
| 17. Round | 02/02/2019 | Udinese Calcio [Youth] | - | ACF Fiorentina [Youth] | 1:2 | ||||
| 18. Round | 10/02/2019 | Torino FC [Youth] | - | ACF Fiorentina [Youth] | 1:2 | ||||
| 20. Round | 23/02/2019 | Inter [Youth] | - | ACF Fiorentina [Youth] | 1:3 | ||||
| 25. Round | 19/04/2019 | Sampdoria [Youth] | - | ACF Fiorentina [Youth] | 0:0 | ||||
| 26. Round | 26/04/2019 | ACF Fiorentina [Youth] | - | Juventus [Youth] | 2:2 | ||||
| 24. Round | 01/05/2019 | ACF Fiorentina [Youth] | - | AS Roma [Youth] | 2:2 | ||||
| 29. Round | 18/05/2019 | SSC Napoli [Youth] | - | ACF Fiorentina [Youth] | 2:2 | ||||
| 27. Round | 22/05/2019 | Genoa CFC [Youth] | - | ACF Fiorentina [Youth] | 1:0 | ||||
| 30. Round | 25/05/2019 | ACF Fiorentina [Youth] | - | AC Milan [Youth] | 1:1 |  |
Italy