| 2. Round | 18/02/2023 | Anadia FC [Youth] | - | Vitória Guimarães [Youth] | 1:0 | ||||
| 3. Round | 25/02/2023 | Anadia FC [Youth] | - | Paços de Ferreira [Youth] | 0:6 | ||||
| 4. Round | 04/03/2023 | Gil Vicente [Youth] | - | Anadia FC [Youth] | 2:0 | ||||
| 5. Round | 11/03/2023 | Anadia FC [Youth] | - | Boavista [Youth] | 0:0 | ||||
| 7. Round | 18/03/2023 | Anadia FC [Youth] | - | CD Tondela [Youth] | 3:0 | ||||
| 6. Round | 01/04/2023 | Gondomar SC [Youth] | - | Anadia FC [Youth] | 2:2 |  |
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| 8. Round | 15/04/2023 | Anadia FC [Youth] | - | Rio Ave FC [Youth] | 1:4 | |
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| 9. Round | 22/04/2023 | Vitória Guimarães [Youth] | - | Anadia FC [Youth] | 5:0 | ||||
| 10. Round | 29/04/2023 | Paços de Ferreira [Youth] | - | Anadia FC [Youth] | 2:2 |  |
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| 11. Round | 06/05/2023 | Anadia FC [Youth] | - | Gil Vicente [Youth] | 3:4 | ||||
| 12. Round | 13/05/2023 | Boavista [Youth] | - | Anadia FC [Youth] | 2:2 | ||||
| 14. Round | 24/05/2023 | CD Tondela [Youth] | - | Anadia FC [Youth] | 0:3 |
Portugal