Head to Head
| 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 Supercup | 2019/10/28 19:30 | Atalanta U19 v Fiorentina U19 | L | 2-1 |
| Italy Youth Tournament - 80 mins play | 2019/08/23 18:40 | Fiorentina U19 v Sassuolo U19 | L | 0-1 |
| Italy Youth Tournament - 80 mins play | 2019/08/12 18:40 | Fiorentina U19 v Chievo U19 | D | 0-0 |
| Italy Primavera Cup | 2019/04/12 17:00 | Torino U19 v Fiorentina U19 | W | 1-2 |
| Italy Primavera Cup | 2019/04/05 17:00 | Fiorentina U19 v Torino U19 | W | 2-0 |
| Viareggio Cup | 2019/03/22 14:00 | Fiorentina U19 v Parma U19 | L | 1-4 |
| Viareggio Cup | 2019/03/19 18:30 | Fiorentina U19 v Torino U19 | W | 4-2 |
| Viareggio Cup | 2019/03/16 14:00 | Fiorentina U19 v Westchester United U19 | W | 3-0 |
Away History
| Italy Campionato Primavera 2 | 2019/10/05 09:00 | Cittadella U19 v AC Milan U19 | D | 1-1 |
| Italy Primavera Cup | 2019/09/25 13:00 | Sampdoria U19 v AC Milan U19 | W | 4-6 |
| Italy Campionato Primavera 2 | 2019/09/21 09:00 | Pordenone U19 v AC Milan U19 | W | 0-1 |
| Viareggio Cup | 2019/03/19 14:00 | AC Milan U19 v Club Brugge U19 | L | 4-6 |
| Viareggio Cup | 2019/03/16 14:00 | AC Milan U19 v Carrarese U19 | W | 3-0 |
| Viareggio Cup | 2019/03/14 14:45 | Spezia U19 v AC Milan U19 | W | 2-3 |
| Viareggio Cup | 2019/03/12 14:00 | AC Milan U19 v Berekum Chelsea U19 | W | 1-0 |
| Italy Primavera Cup | 2018/12/18 16:00 | AC Milan U19 v Hellas Verona U19 | L | 1-3 |