| 1. Round | 20/08/2022 | AC Milan [Youth] | - | Frosinone Calcio [Youth] | 3:5 | ||||
| 3. Round | 30/08/2022 | AC Milan [Youth] | - | Cesena FC [Youth] | 5:1 |  |
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| 4. Round | 02/09/2022 | ACF Fiorentina [Youth] | - | AC Milan [Youth] | 1:0 | ||||
| 15. Round | 22/01/2023 | AC Milan [Youth] | - | Hellas Verona [Youth] | 1:1 | |
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| 16. Round | 30/01/2023 | AC Milan [Youth] | - | Juventus [Youth] | 2:4 | ||||
| 21. Round | 24/02/2023 | AC Milan [Youth] | - | ACF Fiorentina [Youth] | 1:2 | ||||
| 22. Round | 05/03/2023 | Cagliari Calcio [Youth] | - | AC Milan [Youth] | 0:1 | ||||
| 23. Round | 10/03/2023 | AC Milan [Youth] | - | Bologna FC [Youth] | 1:0 | ||||
| 25. Round | 03/04/2023 | AC Milan [Youth] | - | Udinese Calcio [Youth] | 1:0 | ||||
| 27. Round | 15/04/2023 | AC Milan [Youth] | - | Torino FC [Youth] | 2:1 | ||||
| 29. Round | 29/04/2023 | AC Milan [Youth] | - | US Lecce [Youth] | 3:1 | ||||
| 30. Round | 07/05/2023 | SSC Napoli [Youth] | - | AC Milan [Youth] | 1:1 | ||||
| 32. Round | 17/05/2023 | Hellas Verona [Youth] | - | AC Milan [Youth] | 0:3 | |
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| 33. Round | 22/05/2023 | Juventus [Youth] | - | AC Milan [Youth] | 4:0 | ||||
| 34. Round | 27/05/2023 | AC Milan [Youth] | - | Sassuolo Calcio [Youth] | 0:0 |
Italy