Home History
| Elite Club Friendlies | 2016/07/31 02:00 | Liverpool v AC Milan | L | 2-0 |
| Elite Club Friendlies | 2016/07/28 01:30 | Bayern Munich v AC Milan | W | 6-8 |
| World Club Friendlies | 2016/07/16 18:00 | Bordeaux v AC Milan | W | 1-2 |
| Coppa Italia | 2016/05/21 18:45 | AC Milan v Juventus | L | 0-1 |
| Italy Serie A | 2016/05/14 18:45 | AC Milan v Roma | L | 1-3 |
| Italy Serie A | 2016/05/07 18:45 | Bologna v AC Milan | W | 0-1 |
| Italy Serie A | 2016/05/01 13:00 | AC Milan v Frosinone | D | 3-3 |
| Italy Serie A | 2016/04/25 15:00 | Verona v AC Milan | L | 2-1 |
Away History
| Elite Club Friendlies | 2016/07/30 19:00 | Real Madrid v Chelsea | L | 3-2 |
| Elite Club Friendlies | 2016/07/28 03:35 | Chelsea v Liverpool | W | 1-0 |
| Iceland Pre-Season Cup | 2016/07/20 18:00 | Wolfsberger AC v Chelsea | W | 0-3 |
| World Club Friendlies | 2016/07/16 16:00 | Rapid Vienna v Chelsea | L | 2-0 |
| England Premier League | 2016/05/15 14:00 | Chelsea v Leicester | D | 1-1 |
| England Premier League | 2016/05/11 19:00 | Liverpool v Chelsea | D | 1-1 |
| England Premier League | 2016/05/07 14:00 | Sunderland v Chelsea | L | 3-2 |
| England Premier League | 2016/05/02 19:00 | Chelsea v Tottenham | D | 2-2 |