| 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 | ||||
| 15. Round | 01/12/2021 | UD Oliveirense [Youth] | - | Paços de Ferreira [Youth] | 2:1 | ||||
| 17. Round | 11/12/2021 | UD Oliveirense [Youth] | - | Sporting Braga [Youth] | 1:2 | ||||
| 18. Round | 18/12/2021 | CD Feirense [Youth] | - | UD Oliveirense [Youth] | 1:1 | ||||
| 19. Round | 08/01/2022 | UD Oliveirense [Youth] | - | FC Famalicão [Youth] | 1:4 | ||||
| 22. Round | 29/01/2022 | Leixões SC [Youth] | - | UD Oliveirense [Youth] | 1:3 |
Portugal