Head to Head
| Viareggio Cup | 2022/03/24 14:00 | AC Milan U19 v Fiorentina U19 | W | 0-2 |
| Italy Primavera Cup | 2021/12/01 13:30 | Fiorentina U19 v AC Milan U19 | W | 4-3 |
| 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 |
Home History
| Club Friendly List | 2023/07/15 17:00 | Fiorentina v Fiorentina U19 | L | 8-1 |
| Italy Primavera Cup | 2023/04/25 18:30 | Fiorentina U19 v Roma U19 | D | 0-0 |
| Italy Primavera Cup | 2023/04/06 15:00 | Fiorentina U19 v Genoa U19 | W | 3-2 |
| Viareggio Cup | 2023/04/01 12:00 | Fiorentina U19 v Sassuolo U19 | L | 1-3 |
| Viareggio Cup | 2023/03/30 13:00 | Fiorentina U19 v Budapest Honved U19 | W | 3-2 |
| Viareggio Cup | 2023/03/28 13:00 | Fiorentina U19 v Pontedera U19 | W | 4-0 |
| Viareggio Cup | 2023/03/25 14:00 | Fiorentina U19 v Monterosi Tuscia Viareggio Team | W | 4-0 |
| Viareggio Cup | 2023/03/23 14:00 | Fiorentina U19 v ASD Seravezza Calcio U19 | W | 4-0 |
Away History
| UEFA Youth League | 2023/10/04 12:00 | Borussia Dortmund U19 v AC Milan U19 | W | 1-2 |
| Italy Primavera Cup | 2023/09/26 13:00 | AC Milan U19 v Virtus Entella U19 | W | 7-0 |
| UEFA Youth League | 2023/09/19 12:00 | AC Milan U19 v Newcastle U19 | W | 4-0 |
| UEFA Youth League | 2023/04/21 16:00 | Hajduk Split U19 v AC Milan U19 | L | 3-1 |
| UEFA Youth League | 2023/03/14 15:00 | AC Milan U19 v Atletico Madrid U19 | W | 2-0 |
| UEFA Youth League | 2023/02/28 14:00 | AC Milan U19 v FC Rukh Lviv U19 | W | 1-0 |
| Italy Primavera Cup | 2022/11/09 13:30 | AC Milan U19 v Genoa U19 | D | 1-1 |
| UEFA Youth League | 2022/11/02 13:00 | AC Milan U19 v FC Salzburg U19 | W | 2-1 |