| 08.05.1958 | AC Milan | 2 | - | 1 | W | 44.880 | ECup | SF-1 | H | Old Trafford | Dennis Viollet 39', Ernie Taylor 8 ' (pen) | ||||
| 14.05.1958 | AC Milan | 0 | - | 4 | L | 80.000 | ECup | SF-2 | U | Stadio San Siro | |||||
| 23.04.1969 | AC Milan | 0 | - | 2 | L | 80.000 | ECup | SF-1 | U | Stadio San Siro | |||||
| 15.05.1969 | AC Milan | 1 | - | 0 | W | 63.103 | ECup | SF-2 | H | Old Trafford | Bobby Charlton 7 ' | ||||
| 23.02.2005 | AC Milan | 0 | - | 1 | L | 67.162 | ECup | R2-1 | H | Old Trafford | |||||
| 08.03.2005 | AC Milan | 0 | - | 1 | L | 78.957 | ECup | R2-2 | U | Stadio San Siro | |||||
| 24.04.2007 | AC Milan | 3 | - | 2 | W | 73.820 | ECup | SF-1 | H | Old Trafford | Cristiano Ronaldo 5', Wayne Rooney 59', 90' | ||||
| 02.05.2007 | AC Milan | 0 | - | 3 | L | 78.500 | ECup | SF-2 | U | Stadio San Siro | |||||
| 16.02.2010 | AC Milan | 3 | - | 2 | W | 80.000 | ECup | R2-1 | U | Stadio San Siro | Paul Scholes 36', Wayne Rooney 66', 76' | ||||
| 10.03.2010 | AC Milan | 4 | - | 0 | W | 74.595 | ECup | R2-2 | H | Old Trafford | Wayne Rooney 13', 46', Ji-Sung Park 59', Darren Fletcher 87' |