All countries
| 11. Round | Genoa | AC Milan | details | Today 15:00 | |||
| 12. Round | AC Milan | Frosinone | details | 22.11.2026 18:00 | |||
| 5. Round | Olympiacos Piraeus | AC Milan | details | 26.11.2026 18:45 | |||
| 13. Round | Cagliari | AC Milan | details | 30.11.2026 20:45 | |||
| 14. Round | AC Milan | Parma | details | 06.12.2026 20:45 | |||
| 6. Round | AC Milan | Sunderland | details | 10.12.2026 21:00 | |||
| 15. Round | Napoli | AC Milan | details | 13.12.2026 20:45 | |||
| 16. Round | AC Milan | Como | details | 19.12.2026 18:00 | |||
| 17. Round | Monza | AC Milan | details | 02.01.2027 20:45 | |||
| 18. Round | AC Milan | Fiorentina | details | 05.01.2027 20:45 | |||
| 19. Round | AS Roma | AC Milan | details | 09.01.2027 18:00 | |||
| 1/8-finals | AC Milan | Monza | details | 13.01.2027 21:00 | |||
| 20. Round | AC Milan | Torino | details | 17.01.2027 18:30 | |||
| 7. Round | Levski Sofia | AC Milan | details | 21.01.2027 21:00 | |||
| 21. Round | Frosinone | AC Milan | details | 24.01.2027 18:30 | |||
| 8. Round | AC Milan | Ararat-Armenia | details | 28.01.2027 21:00 | |||
| 22. Round | AC Milan | Juventus | details | 31.01.2027 18:30 | |||
| 23. Round | Bologna | AC Milan | details | 07.02.2027 18:30 | |||
| 24. Round | Inter | AC Milan | details | 14.02.2027 18:30 | |||
| 25. Round | AC Milan | Genoa | details | 21.02.2027 18:30 | |||
| 26. Round | Como | AC Milan | details | 28.02.2027 18:30 | |||
| 27. Round | AC Milan | Cagliari | details | 07.03.2027 18:30 | |||
| 28. Round | AC Milan | Sassuolo | details | 14.03.2027 18:30 | |||
| 29. Round | Atalanta | AC Milan | details | 21.03.2027 18:30 | |||
| 30. Round | AC Milan | Monza | details | 04.04.2027 17:30 | |||
| 31. Round | Fiorentina | AC Milan | details | 11.04.2027 17:30 | |||
| 32. Round | AC Milan | Napoli | details | 18.04.2027 17:30 | |||
| 33. Round | Lecce | AC Milan | details | 25.04.2027 17:30 | |||
| 34. Round | AC Milan | Lazio | details | 02.05.2027 17:30 | |||
| 35. Round | Parma | AC Milan | details | 09.05.2027 17:30 | |||
| 36. Round | AC Milan | AS Roma | details | 16.05.2027 17:30 | |||
| 37. Round | Venezia | AC Milan | details | 23.05.2027 17:30 | |||
| 38. Round | AC Milan | Udinese | details | 30.05.2027 17:30 | |||