| 4. Round | 07/09/2021 | FC Vizela [Youth] | - | Gil Vicente [Youth] | 2:1 |  |
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| 5. Round | 11/09/2021 | Gil Vicente [Youth] | - | Paços de Ferreira [Youth] | 3:1 | |
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| 6. Round | 18/09/2021 | FC Porto [Youth] | - | Gil Vicente [Youth] | 1:0 | ||||
| 7. Round | 25/09/2021 | Gil Vicente [Youth] | - | Sporting Braga [Youth] | 0:2 | ||||
| 8. Round | 02/10/2021 | CD Feirense [Youth] | - | Gil Vicente [Youth] | 0:1 | |
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| 2. Round | 09/10/2021 | Gil Vicente [Youth] | - | Leixões SC [Youth] | 1:1 | |
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| 9. Round | 16/10/2021 | Gil Vicente [Youth] | - | FC Famalicão [Youth] | 2:1 | |
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| 10. Round | 23/10/2021 | Rio Ave FC [Youth] | - | Gil Vicente [Youth] | 1:3 | |
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| 11. Round | 30/10/2021 | Gil Vicente [Youth] | - | CD Tondela [Youth] | 3:2 | |
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| 12. Round | 06/11/2021 | Gil Vicente [Youth] | - | UD Oliveirense [Youth] | 4:1 | |
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| 13. Round | 20/11/2021 | Leixões SC [Youth] | - | Gil Vicente [Youth] | 2:1 | |
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| 17. Round | 12/12/2021 | Gil Vicente [Youth] | - | FC Porto [Youth] | 0:6 | ||||
| 20. Round | 15/01/2022 | FC Famalicão [Youth] | - | Gil Vicente [Youth] | 1:3 | ||||
| 21. Round | 22/01/2022 | Gil Vicente [Youth] | - | Rio Ave FC [Youth] | 1:1 | |
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| 22. Round | 29/01/2022 | CD Tondela [Youth] | - | Gil Vicente [Youth] | 0:0 |
Angola