Head to Head
| Italy Campionato Primavera 1 | 2021/05/22 15:00 | AC Milan U19 v Bologna U19 | L | 4-2 |
| Italy Campionato Primavera 1 | 2021/02/09 14:00 | Bologna U19 v AC Milan U19 | W | 3-0 |
| Italy Campionato Primavera 1 | 2018/02/03 12:00 | AC Milan U19 v Bologna U19 | D | 0-0 |
| Italy Campionato Primavera 1 | 2017/09/24 08:30 | Bologna U19 v AC Milan U19 | L | 0-2 |
| Italy Campionato Primavera | 2016/04/23 11:00 | Bologna U19 v AC Milan U19 | L | 0-2 |
| Italy Campionato Primavera | 2015/12/06 10:00 | AC Milan U19 v Bologna U19 | W | 1-2 |
Home History
| Italy Campionato Primavera 1 | 2021/12/18 10:00 | Torino U19 v Bologna U19 | L | 2-0 |
| Italy Campionato Primavera 1 | 2021/12/13 13:30 | Bologna U19 v Empoli U19 | W | 3-0 |
| Italy Campionato Primavera 1 | 2021/12/05 16:00 | Sassuolo U19 v Bologna U19 | L | 1-0 |
| Italy Campionato Primavera 1 | 2021/11/27 10:00 | Bologna U19 v Atalanta U19 | L | 1-3 |
| Italy Campionato Primavera 1 | 2021/11/22 14:00 | Roma U19 v Bologna U19 | L | 3-1 |
| Italy Campionato Primavera 1 | 2021/11/06 10:00 | Bologna U19 v Cagliari U19 | L | 2-3 |
| Italy Campionato Primavera 1 | 2021/11/01 15:30 | Genoa U19 v Bologna U19 | W | 1-2 |
| Italy Campionato Primavera 1 | 2021/10/24 10:45 | Juventus U19 v Bologna U19 | L | 3-2 |
Away History
| Italy Campionato Primavera 1 | 2021/12/18 12:00 | AC Milan U19 v Pescara U19 | W | 4-2 |
| Italy Campionato Primavera 1 | 2021/12/11 12:00 | Sampdoria U19 v AC Milan U19 | W | 0-2 |
| UEFA Youth League | 2021/12/07 13:30 | AC Milan U19 v Liverpool U19 | D | 1-1 |
| Italy Campionato Primavera 1 | 2021/12/04 10:00 | AC Milan U19 v Spal U19 | W | 4-1 |
| Italy Primavera Cup | 2021/12/01 13:30 | Fiorentina U19 v AC Milan U19 | L | 4-3 |
| Italy Campionato Primavera 1 | 2021/11/28 12:00 | Cagliari U19 v AC Milan U19 | L | 2-1 |
| UEFA Youth League | 2021/11/24 15:00 | Atletico Madrid U19 v AC Milan U19 | L | 3-0 |
| Italy Campionato Primavera 1 | 2021/11/19 14:00 | AC Milan U19 v Juventus U19 | W | 3-1 |
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