| 1. Round | 11/09/2021 | Pordenone Calcio [Youth] | - | AC Monza [Youth] | 2:2 |  |
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| 7. Round | 30/10/2021 | Virtus Entella [Youth] | - | AC Monza [Youth] | 1:2 | ||||
| 9. Round | 20/11/2021 | AC Monza [Youth] | - | US Alessandria 1912 [Youth] | 1:1 | ||||
| 10. Round | 27/11/2021 | L.R. Vicenza [Youth] | - | AC Monza [Youth] | 2:0 | ||||
| 11. Round | 04/12/2021 | AC Monza [Youth] | - | Parma Calcio 1913 [Youth] | 1:1 | ||||
| 12. Round | 11/12/2021 | AC Monza [Youth] | - | Venezia FC [Youth] | 2:1 |  |
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| 13. Round | 18/12/2021 | AS Cittadella [Youth] | - | AC Monza [Youth] | 3:4 | ||||
| 14. Round | 29/01/2022 | AC Monza [Youth] | - | Pordenone Calcio [Youth] | 10:0 | |
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| 15. Round | 05/02/2022 | Brescia Calcio [Youth] | - | AC Monza [Youth] | 2:0 | ||||
| 16. Round | 12/02/2022 | AC Monza [Youth] | - | Udinese Calcio [Youth] | 2:2 | ||||
| 17. Round | 19/02/2022 | US Cremonese [Youth] | - | AC Monza [Youth] | 3:2 | ||||
| 18. Round | 26/02/2022 | AC Monza [Youth] | - | Como 1907 [Youth] | 3:2 | ||||
| 20. Round | 12/03/2022 | AC Monza [Youth] | - | Virtus Entella [Youth] | 3:2 | |
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| 25. Round | 16/04/2022 | Venezia FC [Youth] | - | AC Monza [Youth] | 0:1 | ||||
| 26. Round | 23/04/2022 | AC Monza [Youth] | - | AS Cittadella [Youth] | 1:1 |
Italy