| 1. Round | 12/08/2019 | Sporting CP [U23] | - | Sporting Braga [U23] | 1:0 | ||||
| 2. Round | 19/08/2019 | Sporting Braga [U23] | - | CS Marítimo [U23] | 3:1 | ||||
| 4. Round | 27/08/2019 | Sporting Braga [U23] | - | Portimonense SC [U23] | 2:1 |  |
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| 5. Round | 31/08/2019 | Leixões SC [U23] | - | Sporting Braga [U23] | 0:0 | ||||
| 6. Round | 13/09/2019 | Sporting Braga [U23] | - | Rio Ave FC [U23] | 1:0 | ||||
| 10. Round | 05/10/2019 | Sporting Braga [U23] | - | GD Estoril [U23] | 2:1 | ||||
| 12. Round | 23/10/2019 | Sporting Braga [U23] | - | Académica de Coimbra [U23] | 2:2 | ||||
| 13. Round | 28/10/2019 | Vitória Setúbal [U23] | - | Sporting Braga [U23] | 1:0 | |
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| 14. Round | 01/11/2019 | Vitória Guimarães [U23] | - | Sporting Braga [U23] | 2:1 | ||||
| 15. Round | 09/11/2019 | Sporting Braga [U23] | - | CD Aves [U23] | 2:1 | |
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| 11. Round | 16/11/2019 | CD Cova Piedade [U23] | - | Sporting Braga [U23] | 0:0 | ||||
| 16. Round | 23/11/2019 | Sporting Braga [U23] | - | Sporting CP [U23] | 2:2 | ||||
| 28. Round | 25/01/2020 | Sporting Braga [U23] | - | Vitória Setúbal [U23] | 2:1 |
Brazil