| 5. Round | 30/09/2023 | US Lecce [Youth] | - | AC Monza [Youth] | 1:1 |  |
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| 6. Round | 07/10/2023 | AC Monza [Youth] | - | Cagliari Calcio [Youth] | 2:4 |  |
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| 10. Round | 10/11/2023 | AC Monza [Youth] | - | Sampdoria [Youth] | 2:0 | ||||
| 11. Round | 27/11/2023 | Sassuolo Calcio [Youth] | - | AC Monza [Youth] | 3:1 | ||||
| 14. Round | 17/12/2023 | Lazio Roma [Youth] | - | AC Monza [Youth] | 1:1 | ||||
| 15. Round | 23/12/2023 | AC Monza [Youth] | - | Juventus [Youth] | 3:3 | ||||
| 18. Round | 21/01/2024 | Cagliari Calcio [Youth] | - | AC Monza [Youth] | 1:2 | ||||
| 23. Round | 24/02/2024 | Sampdoria [Youth] | - | AC Monza [Youth] | 0:0 | ||||
| 25. Round | 10/03/2024 | Torino FC [Youth] | - | AC Monza [Youth] | 4:0 | ||||
| 27. Round | 01/04/2024 | Genoa CFC [Youth] | - | AC Monza [Youth] | 1:0 | ||||
| 33. Round | 12/05/2024 | Juventus [Youth] | - | AC Monza [Youth] | 1:1 |
Italy
Nigeria