| 2024-03-13 16:00 | QF | Milan |  | 1-1(4-3 d.t.r.) |  | Real Madrid | Diego Sia 51'; Gonzalo García 33' (r) | |
| 2024-02-28 14:30 | 1/8 | Milan | | 2-2(4-2 d.t.r.) |  | SC Braga | Diego Sia 24', Kevin Zeroli 71'; Dinis Rodrigues 66', Rúben Furtado 90' | |
| 2023-11-28 14:30 | GrpF | Milan | | 4-1 |  | Borussia Dortmund | Kevin Zeroli 23', Filippo Scotti 28' 31', Diego Sia 39'; Julian Rijkhoff 4' | |
| 2023-09-19 14:00 | GrpF | Milan | | 4-0 |  | Newcastle | Chaka Traoré 16', Francesco Camarda 20' (r) 26', Kevin Zeroli 75' (r) |
