| 17. Round | 03/02/2019 | SSC Napoli [Youth] | - | Empoli FC [Youth] | 0:1 | ||||
| 18. Round | 10/02/2019 | SSC Napoli [Youth] | - | US Palermo [Youth] | 3:2 | ||||
| 19. Round | 16/02/2019 | AS Roma [Youth] | - | SSC Napoli [Youth] | 5:1 | ||||
| 20. Round | 22/02/2019 | SSC Napoli [Youth] | - | Udinese Calcio [Youth] | 1:0 | ||||
| 21. Round | 03/03/2019 | Sampdoria [Youth] | - | SSC Napoli [Youth] | 1:2 | ||||
| 22. Round | 08/03/2019 | Genoa CFC [Youth] | - | SSC Napoli [Youth] | 1:1 | ||||
| 23. Round | 30/03/2019 | SSC Napoli [Youth] | - | Chievo Verona [Youth] | 0:1 |  |
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| 25. Round | 19/04/2019 | SSC Napoli [Youth] | - | Inter [Youth] | 0:2 | ||||
| 24. Round | 24/04/2019 | Torino FC [Youth] | - | SSC Napoli [Youth] | 5:2 | ||||
| 26. Round | 29/04/2019 | Atalanta [Youth] | - | SSC Napoli [Youth] | 2:1 | ||||
| 27. Round | 04/05/2019 | SSC Napoli [Youth] | - | Sassuolo Calcio [Youth] | 3:0 | ||||
| 28. Round | 10/05/2019 | Cagliari Calcio [Youth] | - | SSC Napoli [Youth] | 1:1 | ||||
| 29. Round | 18/05/2019 | SSC Napoli [Youth] | - | ACF Fiorentina [Youth] | 2:2 | ||||
| 30. Round | 25/05/2019 | Juventus [Youth] | - | SSC Napoli [Youth] | 4:0 |
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