Head to Head
| Italy Serie A | 2022/05/22 16:00 | Sassuolo v AC Milan | L | 0-3 |
| Italy Serie A | 2021/11/28 14:00 | AC Milan v Sassuolo | W | 1-3 |
| Italy Serie A | 2021/04/21 16:30 | AC Milan v Sassuolo | W | 1-2 |
| Italy Serie A | 2020/12/20 14:00 | Sassuolo v AC Milan | L | 1-2 |
| Italy Serie A | 2020/07/21 19:45 | Sassuolo v AC Milan | L | 1-2 |
| Italy Serie A | 2019/12/15 14:00 | AC Milan v Sassuolo | D | 0-0 |
| Italy Serie A | 2019/03/02 17:00 | AC Milan v Sassuolo | L | 1-0 |
| Italy Serie A | 2018/09/30 18:30 | Sassuolo v AC Milan | L | 1-4 |
Home History
| Italy Serie A | 2022/08/27 18:45 | Spezia v Sassuolo | D | 2-2 |
| Italy Serie A | 2022/08/20 18:45 | Sassuolo v Lecce | W | 1-0 |
| Italy Serie A | 2022/08/15 18:45 | Juventus v Sassuolo | L | 3-0 |
| Coppa Italia | 2022/08/08 16:00 | Modena v Sassuolo | L | 3-2 |
| Europe Friendlies | 2022/08/04 16:00 | Sassuolo v Vis Pesaro | W | 4-1 |
| Club Friendly List | 2022/07/31 18:00 | Reims v Sassuolo | D | 2-2 |
| Europe Friendlies | 2022/07/21 16:00 | Sassuolo v Sudtirol | W | 2-0 |
| Italy Serie A | 2022/05/22 16:00 | Sassuolo v AC Milan | L | 0-3 |
Away History
| Italy Serie A | 2022/08/27 18:45 | AC Milan v Bologna | W | 2-0 |
| Italy Serie A | 2022/08/21 18:45 | Atalanta v AC Milan | D | 1-1 |
| Italy Serie A | 2022/08/13 16:30 | AC Milan v Udinese | W | 4-2 |
| Club Friendly List | 2022/08/06 17:00 | Vicenza v AC Milan | W | 1-6 |
| Club Friendly List | 2022/07/31 16:00 | Marseille v AC Milan | W | 0-2 |
| Club Friendly List | 2022/07/27 17:00 | AC Milan v Wolfsberger AC | W | 5-0 |
| Club Friendly List | 2022/07/23 16:00 | Zalaegerszegi TE v AC Milan | L | 3-2 |
| Telekom Cup - 45 Mins Play | 2022/07/16 17:00 | Cologne v AC Milan | W | 1-2 |