Home History
| Elite Club Friendlies | 2019/07/24 01:00 | Bayern Munich v AC Milan | L | 1-0 |
| Italy Serie A | 2019/05/26 18:30 | Spal v AC Milan | W | 2-3 |
| Italy Serie A | 2019/05/19 16:00 | AC Milan v Frosinone | W | 2-0 |
| Italy Serie A | 2019/05/11 18:30 | Fiorentina v AC Milan | W | 0-1 |
| Italy Serie A | 2019/05/06 18:30 | AC Milan v Bologna | W | 2-1 |
| Italy Serie A | 2019/04/28 18:30 | Torino v AC Milan | L | 2-0 |
| Coppa Italia | 2019/04/24 18:45 | AC Milan v Lazio | L | 0-1 |
| Italy Serie A | 2019/04/20 10:30 | Parma v AC Milan | D | 1-1 |
Away History
| Elite Club Friendlies | 2019/07/25 00:00 | Fiorentina v Benfica | W | 1-2 |
| World Club Friendlies | 2019/07/20 20:00 | Benfica v Chivas Guadalajara | W | 3-0 |
| Europe Friendlies | 2019/07/13 19:15 | Academica v Benfica | W | 0-8 |
| Europe Friendlies | 2019/07/10 19:30 | Benfica v Anderlecht | L | 1-2 |
| Portugal Primeira Liga | 2019/05/18 17:30 | Benfica v Santa Clara | W | 4-1 |
| Portugal Primeira Liga | 2019/05/12 19:00 | Rio Ave v Benfica | W | 2-3 |
| Portugal Primeira Liga | 2019/05/04 17:00 | Benfica v Portimonense | W | 5-1 |
| Portugal Primeira Liga | 2019/04/28 16:30 | Braga v Benfica | W | 1-4 |