| 1. Round | 16/09/2019 | AS Roma [Youth] | - | Chievo Verona [Youth] | 6:3 |  |
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| 2. Round | 23/09/2019 | Torino FC [Youth] | - | AS Roma [Youth] | 3:2 | ||||
| 3. Round | 28/09/2019 | ACF Fiorentina [Youth] | - | AS Roma [Youth] | 3:0 | ||||
| 4. Round | 05/10/2019 | AS Roma [Youth] | - | Bologna FC [Youth] | 2:0 | |
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| 5. Round | 19/10/2019 | SSC Napoli [Youth] | - | AS Roma [Youth] | 1:2 |  |
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| 7. Round | 01/11/2019 | Inter [Youth] | - | AS Roma [Youth] | 2:4 | ||||
| 9. Round | 23/11/2019 | Lazio Roma [Youth] | - | AS Roma [Youth] | 2:1 | ||||
| 14. Round | 12/01/2020 | AS Roma [Youth] | - | Delfino Pescara [Youth] | 2:1 | |
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| 15. Round | 18/01/2020 | Sampdoria [Youth] | - | AS Roma [Youth] | 5:4 | ||||
| 17. Round | 01/02/2020 | AS Roma [Youth] | - | Torino FC [Youth] | 1:2 | ||||
| 18. Round | 08/02/2020 | AS Roma [Youth] | - | ACF Fiorentina [Youth] | 2:1 | ||||
| 19. Round | 15/02/2020 | Bologna FC [Youth] | - | AS Roma [Youth] | 3:1 | |
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| 20. Round | 24/02/2020 | AS Roma [Youth] | - | SSC Napoli [Youth] | 3:3 | |
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