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Italy| 30.12.2022 | CF | PSV Eindhoven | 3-0 | AC Milan | |
| 28.08.2013 | CLQ | AC Milan | 3-0 | PSV Eindhoven | |
| 20.08.2013 | CLQ | PSV Eindhoven | 1-1 | AC Milan | |
| 03.08.2007 | CF | AC Milan | 0-0/p.3-4 | PSV Eindhoven | |
| 01.11.2005 | CL | PSV Eindhoven | 1-0 | AC Milan | |
| 19.10.2005 | CL | AC Milan | 0-0 | PSV Eindhoven |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 5 | 1 | 0 | 18 | 2 | 16 |
| away | 6 | 4 | 1 | 1 | 13 | 6 | 7 |
| total | 6 | 4 | 1 | 1 | 18 | 5 | 13 |
| PSV win | 37.50% | 3 |
| draw | 37.50% | 3 |
| PSV lose | 25.00% | 2 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 4 | 0 | 2 | 12 | 6 | 6 |
| away | 6 | 3 | 1 | 2 | 10 | 8 | 2 |
| total | 6 | 4 | 1 | 1 | 11 | 7 | 4 |
| Milan win | 25.00% | 2 |
| draw | 37.50% | 3 |
| Milan lose | 37.50% | 3 |
| 09.11.2024 | D1 | NAC Breda | 0-3 | PSV Eindhoven |  |
| 05.11.2024 | CL | PSV Eindhoven | 4-0 | Girona FC | |
| 02.11.2024 | D1 | AFC Ajax | 3-2 | PSV Eindhoven |  |
| 26.10.2024 | D1 | PSV Eindhoven | 6-0 | PEC Zwolle | |
| 22.10.2024 | CL | Paris St. Germain | 1-1 | PSV Eindhoven |  |
| 19.10.2024 | D1 | AZ Alkmaar | 1-2 | PSV Eindhoven | |
| 09.11.2024 | D1 | Cagliari Calcio | 3-3 | AC Milan | |
| 05.11.2024 | CL | Real Madrid | 1-3 | AC Milan | |
| 02.11.2024 | D1 | Monza | 0-1 | AC Milan | |
| 29.10.2024 | D1 | AC Milan | 0-2 | SSC Napoli | |
| 26.10.2024 | D1 | Bologna FC | P-P | AC Milan |  |
| 22.10.2024 | CL | AC Milan | 3-1 | Club Brugge | |
| over 2.5 | 72.73% | 16 |
| under 2.5 | 27.27% | 6 |
| over 2.5 | 71.43% | 15 |
| under 2.5 | 28.57% | 6 |
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