| 1. Round | 19/08/1989 | GD Chaves | - | FC Penafiel | 3:2 | ||||
| 7. Round | 28/10/1989 | Sporting Braga | - | FC Penafiel | 3:0 | ||||
| 8. Round | 04/11/1989 | FC Penafiel | - | CD Feirense | 2:0 | ||||
| 24. Round | 17/03/1990 | FC Penafiel | - | Sporting Braga | 1:0 | ||||
| 32. Round | 05/05/1990 | FC Penafiel | - | Vitória Guimarães | 2:1 |
Portugal