| 2. Round | 19/08/2023 | Sporting CP [Youth] | - | Académica de Coimbra [Youth] | 4:1 | ||||
| 3. Round | 26/08/2023 | SC Farense [Youth] | - | Sporting CP [Youth] | 1:0 | ||||
| 6. Round | 23/09/2023 | Sporting CP [Youth] | - | SC Lusitânia [Youth] | 3:1 | ||||
| 7. Round | 30/09/2023 | GD Estoril [Youth] | - | Sporting CP [Youth] | 1:2 | ||||
| 12. Round | 05/11/2023 | Sporting CP [Youth] | - | Vitória Setúbal [Youth] | 2:0 | ||||
| 15. Round | 02/12/2023 | FC Alverca [Youth] | - | Sporting CP [Youth] | 2:2 | ||||
| 10. Round | 13/12/2023 | SC Beira-Mar [Youth] | - | Sporting CP [Youth] | 2:3 | ||||
| 18. Round | 23/12/2023 | Sporting CP [Youth] | - | GD Estoril [Youth] | 2:0 | ||||
| 19. Round | 06/01/2024 | União Torreense [Youth] | - | Sporting CP [Youth] | 1:3 | ||||
| 20. Round | 12/01/2024 | Sporting CP [Youth] | - | Académico de Viseu [Youth] | 1:1 | ||||
| 17. Round | 24/01/2024 | SC Lusitânia [Youth] | - | Sporting CP [Youth] | 2:0 | ||||
| 22. Round | 27/01/2024 | Os Belenenses [Youth] | - | Sporting CP [Youth] | 2:2 |
Guinea-Bissau