[4] Estoril U23 4-0 Portimonense U23 [2] 2021-09-10 16:00
Stadium: Estadio Antonio Coimbra da Mota Round: 3
Head to Head
| Portugal U23 Cup | 2021/04/19 16:00 | Portimonense U23 v Estoril U23 | W | 2-3 |
| Portugal U23 Cup | 2021/04/12 14:30 | Estoril U23 v Portimonense U23 | W | 3-0 |
| Portugal U23 League | 2020/11/14 11:00 | Portimonense U23 v Estoril U23 | D | 1-1 |
| Portugal U23 League | 2020/09/12 15:00 | Estoril U23 v Portimonense U23 | W | 3-1 |
| Portugal U23 League | 2020/02/08 14:00 | Portimonense U23 v Estoril U23 | W | 1-2 |
| Portugal U23 League | 2019/11/09 11:00 | Estoril U23 v Portimonense U23 | W | 4-1 |
| 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 |