Head to Head
| Italy Campionato Primavera 1 | 2021/06/09 15:00 | AC Milan U19 v Fiorentina U19 | L | 0-3 |
| Italy Campionato Primavera 1 | 2021/03/06 14:00 | Fiorentina U19 v AC Milan U19 | L | 3-1 |
| Italy Primavera Cup | 2021/02/03 14:00 | Fiorentina U19 v AC Milan U19 | L | 2-1 |
| Italy Primavera Cup | 2020/01/29 13:30 | Fiorentina U19 v AC Milan U19 | L | 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 | L | 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 |
Home History
| Italy Primavera Cup | 2021/10/27 12:30 | AC Milan U19 v Brescia U19 | W | 2-1 |
| Italy Campionato Primavera 1 | 2021/10/23 09:00 | Lecce U19 v AC Milan U19 | W | 1-2 |
| UEFA Youth League | 2021/10/19 13:30 | FC Porto U19 v AC Milan U19 | L | 3-1 |
| Italy Campionato Primavera 1 | 2021/10/15 13:00 | AC Milan U19 v Napoli U19 | L | 1-2 |
| UEFA Youth League | 2021/09/28 12:30 | AC Milan U19 v Atletico Madrid U19 | D | 1-1 |
| Italy Campionato Primavera 1 | 2021/09/25 09:00 | Atalanta U19 v AC Milan U19 | L | 2-0 |
| Italy Primavera Cup | 2021/09/22 13:00 | AC Milan U19 v Como U19 | W | 6-0 |
| Italy Campionato Primavera 1 | 2021/09/18 09:00 | AC Milan U19 v Roma U19 | D | 2-2 |
Away History
| Italy Campionato Primavera 1 | 2021/10/23 13:00 | Fiorentina U19 v Pescara U19 | W | 2-1 |
| Italy Campionato Primavera 1 | 2021/10/17 10:30 | Hellas Verona U19 v Fiorentina U19 | W | 0-3 |
| Italy Campionato Primavera 1 | 2021/09/27 13:00 | Fiorentina U19 v Sassuolo U19 | W | 1-0 |
| Italy Campionato Primavera 1 | 2021/09/19 08:45 | Cagliari U19 v Fiorentina U19 | L | 2-1 |
| Italy Campionato Primavera 1 | 2021/09/11 11:00 | Inter Milan U19 v Fiorentina U19 | D | 3-3 |
| Italy Campionato Primavera 1 | 2021/08/28 14:30 | Fiorentina U19 v Juventus U19 | L | 1-2 |
| Italy Primavera Cup | 2021/08/18 18:40 | Bologna U19 v Fiorentina U19 | L | 4-0 |
| Italy Campionato Primavera 1 | 2021/06/16 13:00 | Sassuolo U19 v Fiorentina U19 | W | 1-2 |