[9] Cittadella U19 1-1 AC Milan U19 [2] 2019-10-05 09:00
Stadium: Stadio Pier Cesare Tombolato Round: 4
Home History
| Italy Campionato Primavera 2 | 2019/09/28 13:00 | Spal U19 v Cittadella U19 | D | 2-2 |
| Italy Primavera Cup | 2019/09/25 13:30 | Virtus Entella U19 v Cittadella U19 | L | 2-1 |
| Italy Campionato Primavera 2 | 2019/09/21 13:00 | Cittadella U19 v Venezia U19 | W | 2-1 |
| Italy Campionato Primavera 2 | 2019/09/14 13:00 | Udinese U20 v Cittadella U19 | L | 4-0 |
| Italy Campionato Primavera 2 | 2019/04/20 13:00 | Parma U19 v Cittadella U19 | L | 2-1 |
| Italy Campionato Primavera 2 | 2019/04/05 13:00 | Cittadella U19 v Brescia U19 | L | 0-3 |
| Italy Campionato Primavera 2 | 2019/03/30 14:00 | Venezia U19 v Cittadella U19 | L | 1-0 |
| Italy Campionato Primavera 2 | 2019/03/08 13:30 | Cittadella U19 v Bologna U19 | L | 0-4 |
Away History
| 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 |
| Italy Primavera Cup | 2018/04/13 18:30 | AC Milan U19 v Torino U19 | L | 0-1 |