All countries
| 18. Round | Sassuolo W | AC Milan W | 0:3 (0:1, 0:2) | details | 03.04.2026 | |||
| 17. Round | AC Milan W | Como W | 0:0 (0:0, 0:0) | details | 22.03.2026 | |||
| 16. Round | Juventus W | AC Milan W | 0:1 (0:0, 0:1) | details | 15.03.2026 | |||
| 15. Round | Lazio W | AC Milan W | 2:2 (1:0, 1:2) | details | 21.02.2026 | |||
| 14. Round | AC Milan W | Fiorentina W | 0:1 (0:1, 0:0) | details | 14.02.2026 | |||
| 13. Round | AS Roma W | AC Milan W | 1:0 (0:0, 1:0) | details | 08.02.2026 | |||
| 12. Round | AC Milan W | Genoa W | 2:1 (1:0, 1:1) | details | 01.02.2026 | |||
| Quarter-finals - Second leg | Fiorentina W | AC Milan W | 1:0 (0:0, 1:0) | details | 29.01.2026 | |||
| 11. Round | AC Milan W | Ternana W | 3:0 (1:0, 2:0) | details | 25.01.2026 | |||
| Quarter-finals - First leg | AC Milan W | Fiorentina W | 1:1 (0:1, 1:0) | details | 20.01.2026 | |||
| 10. Round | Parma W | AC Milan W | 0:0 (0:0, 0:0) | details | 17.01.2026 | |||
| 1/8-finals | Genoa W | AC Milan W | 2:3 (0:2, 2:1) | details | 21.12.2025 | |||
| 9. Round | AC Milan W | Inter W | 1:5 (1:1, 0:4) | details | 13.12.2025 | |||
| 8. Round | Napoli W | AC Milan W | 0:2 (0:0, 0:2) | details | 06.12.2025 | |||
| 7. Round | AC Milan W | Sassuolo W | 2:2 (0:0, 2:2) | details | 23.11.2025 | |||
| 6. Round | Como W | AC Milan W | 1:0 (0:0, 1:0) | details | 15.11.2025 | |||
| 5. Round | AC Milan W | Juventus W | 2:1 (1:1, 1:0) | details | 08.11.2025 | |||
| 4. Round | AC Milan W | Lazio W | 4:2 (3:1, 1:1) | details | 01.11.2025 | |||
| 3. Round | Fiorentina W | AC Milan W | 4:3 (1:2, 3:1) | details | 18.10.2025 | |||
| 2. Round | AC Milan W | AS Roma W | 1:2 (0:0, 1:2) | details | 12.10.2025 | |||
| 1. Round | Genoa W | AC Milan W | 1:2 (1:0, 0:2) | details | 05.10.2025 | |||
| Group C - 3. Round | AC Milan W | Ternana W | 2:1 (0:1, 2:0) | details | 14.09.2025 | |||
| Group C - 2. Round | AS Roma W | AC Milan W | 1:0 (0:0, 1:0) | details | 06.09.2025 | |||
| Chelsea W | AC Milan W | 4:1 (2:1, 2:0) | details | 30.08.2025 | ||||
| Group C - 1. Round | AC Milan W | Sassuolo W | 0:2 (0:0, 0:2) | details | 24.08.2025 | |||
| AC Milan W | Young Boys W | 3:1 (1:1, 2:0) | details | 16.08.2025 | ||||
| 9. Round | AS Roma W | AC Milan W | 3:3 (2:0, 1:3) | details | 04.05.2025 | |||
| 8. Round | AC Milan W | Inter W | 1:4 (1:1, 0:3) | details | 25.04.2025 | |||
| 7. Round | Juventus W | AC Milan W | 2:0 (1:0, 1:0) | details | 18.04.2025 | |||
| 6. Round | AC Milan W | Fiorentina W | 5:3 (2:1, 3:2) | details | 12.04.2025 | |||
| 4. Round | AC Milan W | AS Roma W | 3:1 (1:1, 2:0) | details | 22.03.2025 | |||
| 3. Round | Inter W | AC Milan W | 3:3 (2:1, 1:2) | details | 16.03.2025 | |||
| 2. Round | AC Milan W | Juventus W | 2:2 (1:0, 1:2) | details | 09.03.2025 | |||
| 1. Round | Fiorentina W | AC Milan W | 0:0 (0:0, 0:0) | details | 02.03.2025 | |||
| 18. Round | AC Milan W | Juventus W | 0:6 (0:4, 0:2) | details | 09.02.2025 | |||
| 17. Round | Sassuolo W | AC Milan W | 2:3 (2:1, 0:2) | details | 01.02.2025 | |||
| Quarter-finals - Second leg | Fiorentina W | AC Milan W | 2:0 (1:0, 1:0) | details | 28.01.2025 | |||
| 16. Round | AC Milan W | AS Roma W | 3:2 (1:2, 2:0) | details | 25.01.2025 | |||
| 15. Round | Sampdoria W | AC Milan W | 2:2 (0:0, 2:2) | details | 19.01.2025 | |||
| Quarter-finals - First leg | AC Milan W | Fiorentina W | 1:1 (0:1, 1:0) | details | 16.01.2025 | |||
| 14. Round | AC Milan W | Napoli W | 6:0 (5:0, 1:0) | details | 12.01.2025 | |||
| 13. Round | Lazio W | AC Milan W | 2:0 (1:0, 1:0) | details | 14.12.2024 | |||
| 12. Round | AC Milan W | Inter W | 1:1 (0:1, 1:0) | details | 08.12.2024 | |||
| 11. Round | Fiorentina W | AC Milan W | 2:2 (2:0, 0:2) | details | 24.11.2024 | |||
| 10. Round | AC Milan W | Como W | 0:1 (0:1, 0:0) | details | 17.11.2024 | |||
| 9. Round | Juventus W | AC Milan W | 3:0 (2:0, 1:0) | details | 09.11.2024 | |||
| 1/8-finals | Freedom W | AC Milan W | 0:2 (0:0, 0:2) | details | 06.11.2024 | |||
| 8. Round | AC Milan W | Sassuolo W | 1:0 (0:0, 1:0) | details | 03.11.2024 | |||
| 7. Round | AS Roma W | AC Milan W | 2:1 (1:1, 1:0) | details | 20.10.2024 | |||
| 6. Round | AC Milan W | Sampdoria W | 1:0 (0:0, 1:0) | details | 13.10.2024 | |||