| 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 | ||||
| 4. Round | 29/08/2021 | Paços de Ferreira [Youth] | - | UD Oliveirense [Youth] | 2:1 | ||||
| 5. Round | 11/09/2021 | UD Oliveirense [Youth] | - | FC Porto [Youth] | 0:4 | ||||
| 6. Round | 18/09/2021 | Sporting Braga [Youth] | - | UD Oliveirense [Youth] | 3:1 | ||||
| 7. Round | 25/09/2021 | UD Oliveirense [Youth] | - | CD Feirense [Youth] | 0:1 |
Portugal