[14] UD Oliveirense 2-1 Penafiel [5] 2020-09-18 15:00
Stadium: Estadio Carlos Osorio Round: 2
Referee: Ricardo Jorge Antunes Roque Baixinho Home Manager: Pedro Miguel Bastos Soares Ferreira Away Manager: Pedro Ricardo Torres Ribeiro
Head to Head
| Portugal Segunda Liga | 2019/12/15 11:15 | UD Oliveirense v Penafiel | W | 2-1 |
| Portugal Segunda Liga | 2019/05/04 17:00 | Penafiel v UD Oliveirense | W | 2-4 |
| Portugal Segunda Liga | 2019/01/06 17:00 | UD Oliveirense v Penafiel | W | 2-1 |
| Portugal Segunda Liga | 2018/04/22 15:00 | Penafiel v UD Oliveirense | L | 1-0 |
| Portugal Segunda Liga | 2017/12/10 15:00 | UD Oliveirense v Penafiel | W | 2-1 |
| Portugal League Cup | 2017/07/23 16:00 | Penafiel v UD Oliveirense | W | 0-1 |
| Portugal Cup | 2016/09/25 14:00 | UD Oliveirense v Penafiel | L | 5-6 |
| Portugal Segunda Liga | 2016/02/13 15:00 | UD Oliveirense v Penafiel | D | 1-1 |
| Portugal Segunda Liga | 2015/09/12 16:00 | Penafiel v UD Oliveirense | D | 2-2 |