Head to Head
| Italy Serie A | 2021/01/30 14:00 | Bologna v AC Milan | L | 1-2 |
| Italy Serie A | 2020/09/21 18:45 | AC Milan v Bologna | L | 2-0 |
| Italy Serie A | 2020/07/18 19:45 | AC Milan v Bologna | L | 5-1 |
| Italy Serie A | 2019/12/08 19:45 | Bologna v AC Milan | L | 2-3 |
| Italy Serie A | 2019/05/06 18:30 | AC Milan v Bologna | L | 2-1 |
| Italy Serie A | 2018/12/18 19:30 | Bologna v AC Milan | D | 0-0 |
| Italy Serie A | 2018/04/29 13:00 | Bologna v AC Milan | L | 1-2 |
| Italy Serie A | 2017/12/10 19:45 | AC Milan v Bologna | L | 2-1 |
Home History
| Italy Serie A | 2021/10/17 13:00 | Udinese v Bologna | D | 1-1 |
| Italy Serie A | 2021/10/03 10:30 | Bologna v Lazio | W | 3-0 |
| Italy Serie A | 2021/09/26 13:00 | Empoli v Bologna | L | 4-2 |
| Italy Serie A | 2021/09/21 16:30 | Bologna v Genoa | D | 2-2 |
| Italy Serie A | 2021/09/18 16:00 | Inter Milan v Bologna | L | 6-1 |
| Italy Serie A | 2021/09/13 18:45 | Bologna v Verona | W | 1-0 |
| Italy Serie A | 2021/08/28 16:30 | Atalanta v Bologna | D | 0-0 |
| Italy Serie A | 2021/08/22 16:30 | Bologna v Salernitana | W | 3-2 |
Away History
| UEFA Champions League | 2021/10/19 19:00 | FC Porto v AC Milan | L | 1-0 |
| Italy Serie A | 2021/10/16 18:45 | AC Milan v Verona | W | 3-2 |
| Italy Serie A | 2021/10/03 18:45 | Atalanta v AC Milan | W | 2-3 |
| UEFA Champions League | 2021/09/28 19:00 | AC Milan v Atletico Madrid | L | 1-2 |
| Italy Serie A | 2021/09/25 13:00 | Spezia v AC Milan | W | 1-2 |
| Italy Serie A | 2021/09/22 18:45 | AC Milan v Venezia | W | 2-0 |
| Italy Serie A | 2021/09/19 18:45 | Juventus v AC Milan | D | 1-1 |
| UEFA Champions League | 2021/09/15 19:00 | Liverpool v AC Milan | L | 3-2 |