| LiverpoolLIV |  | 3-2 |  | AC MilanMIL | 15 Sep, 2021 | UEFA Champions League |
| LiverpoolLIV | | 2-0 | | AC MilanMIL | 31 Jul, 2016 | International Champions Cup |
| LiverpoolLIV | | 2-0 | | AC MilanMIL | 2 Aug, 2014 | International Champions Cup |
| AC MilanMIL | | 2-1 | | LiverpoolLIV | 23 May, 2007 | UEFA Champions League |
| AC MilanMIL | | 3-3 | | LiverpoolLIV | 25 May, 2005 | UEFA Champions League |
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