| 1. Round | 07/08/2021 | UD Oliveirense [Youth] | - | Gil Vicente [Youth] | 0:1 | ||||
| 2. Round | 14/08/2021 | Vitória Guimarães [Youth] | - | UD Oliveirense [Youth] | 3:0 | ||||
| 8. Round | 02/10/2021 | FC Famalicão [Youth] | - | UD Oliveirense [Youth] | 5:1 | ||||
| 9. Round | 16/10/2021 | UD Oliveirense [Youth] | - | Rio Ave FC [Youth] | 1:4 | ||||
| 10. Round | 23/10/2021 | CD Tondela [Youth] | - | UD Oliveirense [Youth] | 1:1 | ||||
| 11. Round | 30/10/2021 | UD Oliveirense [Youth] | - | Leixões SC [Youth] | 0:5 | ||||
| 16. Round | 04/12/2021 | FC Porto [Youth] | - | UD Oliveirense [Youth] | 8:0 |  |
Portugal