| 1. Round | 11/09/2021 | Pordenone Calcio [Youth] | - | AC Monza [Youth] | 2:2 | ||||
| 3. Round | 26/09/2021 | Udinese Calcio [Youth] | - | AC Monza [Youth] | 2:1 | ||||
| 4. Round | 02/10/2021 | AC Monza [Youth] | - | US Cremonese [Youth] | 3:2 | ||||
| 6. Round | 23/10/2021 | AC Monza [Youth] | - | AC Reggiana 1919 [Youth] | 3:0 | ||||
| 9. Round | 20/11/2021 | AC Monza [Youth] | - | US Alessandria 1912 [Youth] | 1:1 |  |
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| 12. Round | 11/12/2021 | AC Monza [Youth] | - | Venezia FC [Youth] | 2:1 | ||||
| 15. Round | 05/02/2022 | Brescia Calcio [Youth] | - | AC Monza [Youth] | 2:0 | ||||
| 18. Round | 26/02/2022 | AC Monza [Youth] | - | Como 1907 [Youth] | 3:2 |  |
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| 20. Round | 12/03/2022 | AC Monza [Youth] | - | Virtus Entella [Youth] | 3:2 | ||||
| 19. Round | 15/03/2022 | AC Reggiana 1919 [Youth] | - | AC Monza [Youth] | 0:4 | ||||
| 23. Round | 02/04/2022 | AC Monza [Youth] | - | L.R. Vicenza [Youth] | 2:1 | ||||
| 24. Round | 09/04/2022 | Parma Calcio 1913 [Youth] | - | AC Monza [Youth] | 1:0 | |
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| 26. Round | 23/04/2022 | AC Monza [Youth] | - | AS Cittadella [Youth] | 1:1 |
Italy