Head to Head
| Portugal U23 League | 2018/11/10 11:00 | Portimonense U23 v Estoril U23 | W | 2-4 |
| Portugal U23 League | 2018/08/18 11:00 | Estoril U23 v Portimonense U23 | W | 3-1 |
Home History
| Portugal U23 League | 2019/11/04 11:45 | Famalicao U23 v Estoril U23 | D | 1-1 |
| Portugal U23 League | 2019/10/29 11:00 | Estoril U23 v Maritimo U23 | D | 2-2 |
| Portugal U23 League | 2019/10/26 10:45 | Sporting U23 v Estoril U23 | D | 0-0 |
| Portugal U23 League | 2019/10/18 10:00 | Estoril U23 v CD Aves U23 | W | 2-0 |
| Portugal U23 League | 2019/10/05 10:00 | Braga U23 v Estoril U23 | L | 2-1 |
| Portugal U23 League | 2019/09/27 14:30 | Estoril U23 v Vitoria Setubal U23 | W | 3-2 |
| Portugal U23 League | 2019/09/24 13:00 | Academica Coimbra SF U23 v Estoril U23 | D | 0-0 |
| Portugal U23 League | 2019/09/20 11:00 | Estoril U23 v Cova de Piedade U23 | W | 1-0 |
Away History
| Portugal U23 League | 2019/11/02 11:00 | Portimonense U23 v Benfica U23 | L | 1-3 |
| Portugal U23 League | 2019/10/29 15:00 | Feirense U23 v Portimonense U23 | D | 2-2 |
| Portugal U23 League | 2019/10/24 13:00 | Portimonense U23 v Belenenses U23 | L | 3-4 |
| Portugal U23 League | 2019/10/18 15:00 | Rio Ave U23 v Portimonense U23 | L | 2-1 |
| Portugal U23 League | 2019/10/05 10:00 | Portimonense U23 v Leixoes U23 | L | 1-3 |
| Portugal U23 League | 2019/09/28 15:00 | Guimaraes U23 v Portimonense U23 | W | 1-2 |
| Portugal U23 League | 2019/09/21 10:00 | Portimonense U23 v Maritimo U23 | D | 2-2 |
| Portugal U23 League | 2019/09/14 10:00 | Sporting U23 v Portimonense U23 | L | 4-3 |