| 9. Round | 20/10/2019 | Sporting CP [Youth] | - | SL Benfica [Youth] | 2:2 | ||||
| 10. Round | 26/10/2019 | Os Belenenses [Youth] | - | Sporting CP [Youth] | 2:2 |  |
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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 | ||||
| 14. Round | 30/11/2019 | Vitória Setúbal [Youth] | - | Sporting CP [Youth] | 2:3 | ||||
| 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 | |
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| 18. Round | 04/01/2020 | Amora FC [Youth] | - | Sporting CP [Youth] | 1:4 | ||||
| 17. Round | 08/01/2020 | Sporting CP [Youth] | - | Académica de Coimbra [Youth] | 3:1 | |
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| 19. Round | 12/01/2020 | Sporting CP [Youth] | - | SG Sacavenense [Youth] | 3:1 | ||||
| 20. Round | 18/01/2020 | SL Benfica [Youth] | - | Sporting CP [Youth] | 0:0 | ||||
| 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