Head to Head
| Elite Club Friendlies | 2021/08/08 16:30 | Real Madrid v AC Milan | D | 0-0 |
| Elite Club Friendlies | 2018/08/11 19:00 | Real Madrid v AC Milan | W | 3-1 |
| Elite Club Friendlies | 2015/07/30 12:00 | Real Madrid v AC Milan | W | 10-9 |
| Club Friendly List | 2014/12/30 16:00 | Real Madrid v AC Milan | L | 2-4 |
Home History
| Spain La Liga | 2023/06/04 16:30 | Real Madrid v Athletic Bilbao | D | 1-1 |
| Spain La Liga | 2023/05/27 17:00 | Sevilla v Real Madrid | W | 1-2 |
| Spain La Liga | 2023/05/24 17:30 | Real Madrid v Rayo Vallecano | W | 2-1 |
| Spain La Liga | 2023/05/21 16:30 | Valencia v Real Madrid | L | 1-0 |
| UEFA Champions League | 2023/05/17 19:00 | Man City v Real Madrid | L | 4-0 |
| Spain La Liga | 2023/05/13 19:00 | Real Madrid v Getafe | W | 1-0 |
| UEFA Champions League | 2023/05/09 19:00 | Real Madrid v Man City | D | 1-1 |
| Spain Copa del Rey | 2023/05/06 20:00 | Real Madrid v Osasuna | W | 2-1 |
Away History
| Elite Club Friendlies | 2023/07/20 15:00 | AC Milan v Lumezzane | W | 7-0 |
| Italy Serie A | 2023/06/04 19:00 | AC Milan v Verona | W | 3-1 |
| Italy Serie A | 2023/05/28 18:45 | Juventus v AC Milan | W | 0-1 |
| Italy Serie A | 2023/05/20 18:45 | AC Milan v Sampdoria | W | 5-1 |
| UEFA Champions League | 2023/05/16 19:00 | Inter Milan v AC Milan | L | 1-0 |
| Italy Serie A | 2023/05/13 16:00 | Spezia v AC Milan | L | 2-0 |
| UEFA Champions League | 2023/05/10 19:00 | AC Milan v Inter Milan | L | 0-2 |
| Italy Serie A | 2023/05/06 13:00 | AC Milan v Lazio | W | 2-0 |