| 2. Round | 26/08/2022 | Sampdoria [Youth] | - | AC Milan [Youth] | 2:1 | ||||
| 3. Round | 30/08/2022 | AC Milan [Youth] | - | Cesena FC [Youth] | 5:1 | ||||
| 4. Round | 02/09/2022 | ACF Fiorentina [Youth] | - | AC Milan [Youth] | 1:0 | ||||
| 5. Round | 11/09/2022 | AC Milan [Youth] | - | Cagliari Calcio [Youth] | 2:0 | ||||
| 6. Round | 02/10/2022 | Bologna FC [Youth] | - | AC Milan [Youth] | 0:3 | ||||
| 7. Round | 08/10/2022 | AC Milan [Youth] | - | Empoli FC [Youth] | 0:1 | ||||
| 10. Round | 30/10/2022 | Torino FC [Youth] | - | AC Milan [Youth] | 2:0 | ||||
| 11. Round | 06/11/2022 | AC Milan [Youth] | - | Atalanta [Youth] | 4:0 |  |
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| 12. Round | 13/11/2022 | US Lecce [Youth] | - | AC Milan [Youth] | 1:0 | ||||
| 13. Round | 06/01/2023 | AC Milan [Youth] | - | SSC Napoli [Youth] | 2:2 |
Italy