Head to Head
| Italy Primavera Cup | 2020/01/29 13:30 | Fiorentina U19 v AC Milan U19 | W | 3-1 |
| Italy Campionato Primavera 1 | 2019/05/25 13:00 | Fiorentina U19 v AC Milan U19 | D | 1-1 |
| Italy Campionato Primavera 1 | 2019/01/19 10:00 | AC Milan U19 v Fiorentina U19 | W | 1-2 |
| Italy Campionato Primavera 1 | 2018/05/06 09:00 | AC Milan U19 v Fiorentina U19 | D | 3-3 |
| Italy Campionato Primavera 1 | 2017/12/16 14:00 | Fiorentina U19 v AC Milan U19 | D | 1-1 |
| Italy Primavera Cup | 2017/11/29 13:30 | Fiorentina U19 v AC Milan U19 | L | 0-4 |
| Italy Campionato Primavera | 2017/01/21 13:30 | Fiorentina U19 v AC Milan U19 | L | 1-2 |
| Italy Campionato Primavera | 2016/09/11 09:00 | AC Milan U19 v Fiorentina U19 | L | 5-4 |
| Italy Primavera Cup | 2016/01/10 10:00 | Fiorentina U19 v AC Milan U19 | W | 4-3 |
| Viareggio Cup | 2014/02/15 14:00 | Fiorentina U19 v AC Milan U19 | L | 2-4 |