1. Round | 18/08/1989 | Portimonense SC | - | SC Beira-Mar | 2:2 | ||||
2. Round | 26/08/1989 | CD Nacional | - | Portimonense SC | 1:1 | ||||
3. Round | 08/09/1989 | Portimonense SC | - | FC Penafiel | 2:1 | ||||
4. Round | 23/09/1989 | FC Porto | - | Portimonense SC | 4:0 | ||||
5. Round | 15/10/1989 | GD Chaves | - | Portimonense SC | 4:2 |