Face à face
| Portugal - Ligue U23 | 2019/11/02 11:00 | Portimonense - U23 v Benfica - U23 | W | 1-3 |
| Portugal - Ligue U23 | 2019/01/08 18:00 | Benfica - U23 v Portimonense - U23 | L | 1-2 |
| Portugal - Ligue U23 | 2018/09/29 10:00 | Portimonense - U23 v Benfica - U23 | D | 2-2 |
Home History
| Portugal - Ligue U23 | 2020/01/21 11:45 | Benfica - U23 v CS Maritimo | L | 0-2 |
| Portugal - Ligue U23 | 2020/01/18 11:45 | Sporting - U23 v Benfica - U23 | W | 1-2 |
| Portugal - Ligue U23 | 2020/01/14 11:00 | CD Aves v Benfica - U23 | W | 1-5 |
| Portugal - Ligue U23 | 2020/01/11 11:00 | Braga - U23 v Benfica - U23 | W | 0-1 |
| Portugal - Ligue U23 | 2020/01/07 18:00 | Benfica - U23 v Vitoria Setubal | W | 2-1 |
| Portugal - Ligue U23 | 2020/01/04 14:00 | Academica Coimbra v Benfica - U23 | W | 1-2 |
| Portugal - Ligue U23 | 2019/12/19 18:00 | Benfica - U23 v Cova da Piedade | D | 1-1 |
| Portugal - Ligue U23 | 2019/12/13 11:45 | Estoril - U23 v Benfica - U23 | L | 3-0 |
Away History
| Portugal - Ligue U23 | 2020/01/25 10:00 | Portimonense - U23 v CD Feirense | L | 1-2 |
| Portugal - Ligue U23 | 2020/01/21 15:00 | CF Belenenses v Portimonense - U23 | W | 1-2 |
| Portugal - Ligue U23 | 2020/01/18 11:00 | Portimonense - U23 v Rio Ave - U23 | L | 1-3 |
| Portugal - Ligue U23 | 2020/01/14 15:00 | Leixoes - U23 v Portimonense - U23 | D | 0-0 |
| Portugal - Ligue U23 | 2020/01/11 11:00 | Portimonense - U23 v Vitoria Guimaraes | W | 1-0 |
| Portugal - Ligue U23 | 2020/01/07 11:00 | Portimonense - U23 v Famalicao - U23 | W | 4-0 |
| Portugal - Ligue U23 | 2019/12/20 15:00 | Portimonense - U23 v Sporting - U23 | W | 2-1 |
| Portugal - Ligue U23 | 2019/12/16 15:00 | CD Aves v Portimonense - U23 | L | 1-0 |
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