| 1. Round | 12/08/2019 | Sporting CP [Youth] | - | UD Vilafranquense [Youth] | 4:0 | ||||
| 3. Round | 18/09/2019 | Sporting CP [Youth] | - | Vitória Setúbal [Youth] | 4:1 | ||||
| 6. Round | 22/09/2019 | Académica de Coimbra [Youth] | - | Sporting CP [Youth] | 1:2 | ||||
| 7. Round | 28/09/2019 | Sporting CP [Youth] | - | Amora FC [Youth] | 5:1 | ||||
| 11. Round | 02/11/2019 | Sporting CP [Youth] | - | União Leiria [Youth] | 9:0 | ||||
| 14. Round | 30/11/2019 | Vitória Setúbal [Youth] | - | Sporting CP [Youth] | 2:3 |  |
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| 16. Round | 14/12/2019 | GD Estoril [Youth] | - | Sporting CP [Youth] | 1:2 | ||||
| 15. Round | 29/12/2019 | Sporting CP [Youth] | - | CD Tondela [Youth] | 5:0 | ||||
| 17. Round | 08/01/2020 | Sporting CP [Youth] | - | Académica de Coimbra [Youth] | 3:1 | ||||
| 19. Round | 12/01/2020 | Sporting CP [Youth] | - | SG Sacavenense [Youth] | 3:1 | ||||
| 21. Round | 25/01/2020 | Sporting CP [Youth] | - | Os Belenenses [Youth] | 5:1 | ||||
| 22. Round | 01/02/2020 | União Leiria [Youth] | - | Sporting CP [Youth] | 0:8 | |
Portugal
Guinea-Bissau