Head to Head
| Italy Primavera Cup | 2021/02/03 14:00 | Fiorentina U19 v AC Milan U19 | W | 2-1 |
| Italy Primavera Cup | 2020/01/29 13:30 | Fiorentina U19 v AC Milan U19 | W | 3-1 |
| 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 |
Home History
| Italy Primavera Cup | 2021/08/18 18:40 | Bologna U19 v Fiorentina U19 | L | 4-0 |
| Italy Primavera Cup | 2021/04/28 16:00 | Fiorentina U19 v Lazio U19 | W | 2-1 |
| Italy Primavera Cup | 2021/04/14 13:00 | Fiorentina U19 v Genoa U19 | W | 2-0 |
| Italy Primavera Cup | 2021/03/17 13:30 | Fiorentina U19 v Juventus U19 | W | 3-1 |
| Italy Primavera Cup | 2021/02/03 14:00 | Fiorentina U19 v AC Milan U19 | W | 2-1 |
| Italy Primavera Supercup | 2021/01/21 17:30 | Atalanta U19 v Fiorentina U19 | L | 3-1 |
| Italy Primavera Cup | 2020/08/26 16:00 | Hellas Verona U19 v Fiorentina U19 | W | 0-1 |
| Italy Primavera Cup | 2020/02/19 13:30 | Juventus U19 v Fiorentina U19 | D | 2-2 |
Away History
| UEFA Youth League | 2021/11/24 15:00 | Atletico Madrid U19 v AC Milan U19 | L | 3-0 |
| UEFA Youth League | 2021/11/03 13:30 | AC Milan U19 v FC Porto U19 | L | 0-1 |
| Italy Primavera Cup | 2021/10/27 12:30 | AC Milan U19 v Brescia U19 | W | 2-1 |
| UEFA Youth League | 2021/10/19 13:30 | FC Porto U19 v AC Milan U19 | L | 3-1 |
| UEFA Youth League | 2021/09/28 12:30 | AC Milan U19 v Atletico Madrid U19 | D | 1-1 |
| Italy Primavera Cup | 2021/09/22 13:00 | AC Milan U19 v Como U19 | W | 6-0 |
| UEFA Youth League | 2021/09/15 12:00 | Liverpool U19 v AC Milan U19 | L | 1-0 |
| Italy Primavera Cup | 2021/02/03 14:00 | Fiorentina U19 v AC Milan U19 | L | 2-1 |