| 16. Round | 28/01/2023 | AS Cittadella [Youth] | - | L.R. Vicenza [Youth] | 1:2 | ||||
| 17. Round | 04/02/2023 | AC Reggiana 1919 [Youth] | - | AS Cittadella [Youth] | 1:1 | ||||
| 18. Round | 11/02/2023 | AS Cittadella [Youth] | - | Genoa CFC [Youth] | 2:2 | ||||
| 19. Round | 18/02/2023 | Como 1907 [Youth] | - | AS Cittadella [Youth] | 2:2 | ||||
| 21. Round | 04/03/2023 | AS Cittadella [Youth] | - | US Alessandria 1912 [Youth] | 1:0 |  |
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| 22. Round | 11/03/2023 | SPAL 2013 Ferrara [Youth] | - | AS Cittadella [Youth] | 3:0 | ||||
| 27. Round | 22/04/2023 | US Cremonese [Youth] | - | AS Cittadella [Youth] | 1:0 | ||||
| 28. Round | 29/04/2023 | AS Cittadella [Youth] | - | AC Monza [Youth] | 0:1 | ||||
| 29. Round | 06/05/2023 | Brescia Calcio [Youth] | - | AS Cittadella [Youth] | 3:4 |
Italy