| 1. Round | 12/08/2019 | Sporting CP [Youth] | - | UD Vilafranquense [Youth] | 4:0 | ||||
| 2. Round | 17/08/2019 | FC Alverca [Youth] | - | Sporting CP [Youth] | 1:1 | ||||
| 4. Round | 31/08/2019 | CD Tondela [Youth] | - | Sporting CP [Youth] | 1:1 | ||||
| 5. Round | 14/09/2019 | Sporting CP [Youth] | - | GD Estoril [Youth] | 2:3 | ||||
| 6. Round | 22/09/2019 | Académica de Coimbra [Youth] | - | Sporting CP [Youth] | 1:2 | ||||
| 8. Round | 06/10/2019 | SG Sacavenense [Youth] | - | Sporting CP [Youth] | 1:6 |  |
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| 11. Round | 02/11/2019 | Sporting CP [Youth] | - | União Leiria [Youth] | 9:0 | ||||
| 12. Round | 09/11/2019 | UD Vilafranquense [Youth] | - | Sporting CP [Youth] | 0:6 | ||||
| 22. Round | 01/02/2020 | União Leiria [Youth] | - | Sporting CP [Youth] | 0:8 | |
Portugal