| 1. Round | 14/09/2019 | SSC Napoli [Youth] | - | Torino FC [Youth] | 1:0 | ||||
| 2. Round | 21/09/2019 | Bologna FC [Youth] | - | SSC Napoli [Youth] | 3:2 | ||||
| 3. Round | 28/09/2019 | SSC Napoli [Youth] | - | Inter [Youth] | 0:1 | ||||
| 4. Round | 07/10/2019 | Empoli FC [Youth] | - | SSC Napoli [Youth] | 1:1 | ||||
| 5. Round | 19/10/2019 | SSC Napoli [Youth] | - | AS Roma [Youth] | 1:2 | ||||
| 6. Round | 27/10/2019 | Chievo Verona [Youth] | - | SSC Napoli [Youth] | 1:1 | ||||
| 7. Round | 02/11/2019 | SSC Napoli [Youth] | - | ACF Fiorentina [Youth] | 1:1 | ||||
| 8. Round | 09/11/2019 | SSC Napoli [Youth] | - | Sassuolo Calcio [Youth] | 3:4 | ||||
| 9. Round | 22/11/2019 | Atalanta [Youth] | - | SSC Napoli [Youth] | 4:1 | ||||
| 10. Round | 01/12/2019 | SSC Napoli [Youth] | - | Cagliari Calcio [Youth] | 0:1 | ||||
| 11. Round | 07/12/2019 | Genoa CFC [Youth] | - | SSC Napoli [Youth] | 0:3 | ||||
| 12. Round | 14/12/2019 | SSC Napoli [Youth] | - | Lazio Roma [Youth] | 1:2 | ||||
| 13. Round | 22/12/2019 | Sampdoria [Youth] | - | SSC Napoli [Youth] | 2:1 | ||||
| 20. Round | 24/02/2020 | AS Roma [Youth] | - | SSC Napoli [Youth] | 3:3 | ||||
| 22. Round | 06/03/2020 | ACF Fiorentina [Youth] | - | SSC Napoli [Youth] | 2:1 |
Cyprus