Head to Head
| Portugal U23 League | 2022/02/13 11:00 | Portimonense U23 v Benfica U23 | L | 4-1 |
| Portugal U23 League | 2022/01/11 15:00 | Benfica U23 v Portimonense U23 | W | 3-1 |
| Portugal U23 League | 2021/12/13 15:00 | Portimonense U23 v Benfica U23 | W | 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 |
| Portugal U23 League | 2021/01/27 17:00 | Benfica U23 v Portimonense U23 | W | 2-0 |
| Portugal U23 League | 2020/11/20 15:00 | Benfica U23 v Portimonense U23 | W | 1-0 |
| Portugal U23 League | 2020/09/17 16:15 | Portimonense U23 v Benfica U23 | W | 0-1 |
Home History
| Portugal U23 Cup | 2022/05/17 10:00 | Benfica U23 v Estoril U23 | W | 1-0 |
| Portugal U23 Cup | 2022/05/10 10:00 | Estoril U23 v Benfica U23 | L | 3-1 |
| Portugal U23 League | 2022/05/04 13:00 | Benfica U23 v Rio Ave U23 | W | 4-1 |
| Portugal U23 Cup | 2022/04/29 10:00 | Benfica U23 v Braga U23 | L | 0-3 |
| Portugal U23 Cup | 2022/04/16 15:00 | Famalicao U23 v Benfica U23 | W | 0-2 |
| Portugal U23 League | 2022/04/05 15:00 | Braga U23 v Benfica U23 | W | 1-5 |
| Portugal U23 League | 2022/03/12 11:00 | Benfica U23 v Estoril U23 | W | 2-0 |
| Portugal U23 League | 2022/03/07 15:00 | Leixoes U23 v Benfica U23 | L | 3-2 |
Away History
| Portugal U23 Cup | 2022/05/03 13:00 | Portimonense U23 v Leixoes U23 | W | 2-0 |
| Portugal U23 Cup | 2022/04/27 16:00 | Estoril U23 v Portimonense U23 | L | 2-1 |
| Portugal U23 Cup | 2022/04/21 10:00 | Maritimo U23 v Portimonense U23 | L | 2-1 |
| Portugal U23 League | 2022/04/05 15:00 | Estoril U23 v Portimonense U23 | L | 5-1 |
| Portugal U23 League | 2022/03/13 13:00 | Portimonense U23 v Leixoes U23 | D | 2-2 |
| Portugal U23 League | 2022/03/08 14:30 | Rio Ave U23 v Portimonense U23 | L | 3-2 |
| Portugal U23 League | 2022/03/03 15:00 | Braga U23 v Portimonense U23 | D | 2-2 |
| Portugal U23 League | 2022/02/26 11:00 | Portimonense U23 v Braga U23 | W | 2-1 |