| 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 |  |
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| 6. Round | 23/10/2021 | AC Monza [Youth] | - | AC Reggiana 1919 [Youth] | 3:0 | |
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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 | ||||
| 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 | ||||
| 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 | ||||
| 26. Round | 23/04/2022 | AC Monza [Youth] | - | AS Cittadella [Youth] | 1:1 | |
Italy