[8] Portimonense U23 0-5 Benfica U23 [7] 2023-08-22 10:00
Stadium: Estadio Municipal de Portimao Round: 3
Head to Head
| Portugal U23 League | 2023/01/17 14:00 | Portimonense U23 v Benfica U23 | D | 3-3 |
| Portugal U23 League | 2022/11/07 15:00 | Benfica U23 v Portimonense U23 | L | 1-0 |
| Portugal U23 League | 2022/08/07 16:00 | Benfica U23 v Portimonense U23 | L | 7-2 |
| Portugal U23 League | 2022/02/13 11:00 | Portimonense U23 v Benfica U23 | W | 4-1 |
| Portugal U23 League | 2022/01/11 15:00 | Benfica U23 v Portimonense U23 | L | 3-1 |
| Portugal U23 League | 2021/12/13 15:00 | Portimonense U23 v Benfica U23 | L | 1-3 |
| Portugal U23 League | 2021/10/03 20:00 | Benfica U23 v Portimonense U23 | D | 1-1 |
| Portugal U23 League | 2021/03/05 15:00 | Portimonense U23 v Benfica U23 | D | 0-0 |
Home History
| Portugal U23 League | 2023/08/16 16:00 | Portimonense U23 v CD Mafra U23 | L | 0-1 |
| Portugal U23 League | 2023/08/08 16:00 | Sporting U23 v Portimonense U23 | D | 0-0 |
| Portugal U23 League | 2023/05/16 10:00 | Portimonense U23 v Vizela U23 | L | 0-2 |
| Portugal U23 Cup | 2023/05/09 16:30 | Portimonense U23 v Estrela Amadora U23 | L | 0-1 |
| Portugal U23 Cup | 2023/05/06 10:00 | Estoril U23 v Portimonense U23 | L | 3-2 |
| Portugal U23 League | 2023/04/28 14:00 | SC Farense U23 v Portimonense U23 | W | 1-2 |
| Portugal U23 League | 2023/04/18 10:00 | Portimonense U23 v Maritimo U23 | W | 2-1 |
| Portugal U23 League | 2023/04/11 14:00 | Portimonense U23 v CD Mafra U23 | W | 2-1 |
Away History
| Portugal U23 League | 2023/08/15 16:30 | Benfica U23 v Sporting U23 | D | 2-2 |
| Portugal U23 League | 2023/08/08 14:00 | Estrela Amadora U23 v Benfica U23 | L | 2-1 |
| Club Friendly List | 2023/08/02 19:30 | UD Santarem v Benfica U23 | L | 2-0 |
| Portugal U23 Cup | 2023/05/29 14:00 | Benfica U23 v Estoril U23 | W | 2-1 |
| Portugal U23 Cup | 2023/05/23 10:00 | Estoril U23 v Benfica U23 | L | 2-1 |
| Portugal U23 League | 2023/05/16 16:00 | Benfica U23 v Braga U23 | D | 0-0 |
| Portugal U23 Cup | 2023/05/10 14:00 | Gil Vicente U23 v Benfica U23 | W | 2-3 |
| Portugal U23 Cup | 2023/05/06 14:00 | Famalicao U23 v Benfica U23 | W | 2-3 |