[1] Estoril U23 4-2 Portimonense U23 [8] 2023-08-29 15:00
Stadium: Estadio Antonio Coimbra da Mota Round: 4
Head to Head
| Portugal - U23-cup | 2023/05/06 10:00 | Estoril U23 v Portimonense U23 | W | 3-2 |
| Portugal - U23 Liga | 2022/11/29 16:00 | Estoril U23 v Portimonense U23 | W | 2-0 |
| Portugal - U23 Liga | 2022/09/05 14:00 | Portimonense U23 v Estoril U23 | D | 2-2 |
| Portugal - U23 Liga | 2022/08/16 16:00 | Portimonense U23 v Estoril U23 | W | 0-1 |
| Portugal - U23-cup | 2022/04/27 16:00 | Estoril U23 v Portimonense U23 | W | 2-1 |
| Portugal - U23 Liga | 2022/04/05 15:00 | Estoril U23 v Portimonense U23 | W | 5-1 |
| Portugal - U23 Liga | 2022/02/05 15:00 | Portimonense U23 v Estoril U23 | L | 3-1 |
| Portugal - U23 Liga | 2021/11/20 11:00 | Portimonense U23 v Estoril U23 | D | 1-1 |
Home History
| Portugal - U23 Liga | 2023/08/22 14:30 | Estoril U23 v CD Mafra U23 | W | 2-1 |
| Portugal - U23 Liga | 2023/08/15 14:00 | Estoril U23 v SC Farense U23 | W | 2-1 |
| Portugal - U23 Liga | 2023/08/08 10:00 | Estoril U23 v Santa Clara U29 | D | 2-2 |
| Portugal - U23-cup | 2023/06/07 17:00 | Estoril U23 v Braga U23 | L | 4-6 |
| Portugal - U23-cup | 2023/05/29 14:00 | Benfica U23 v Estoril U23 | W | 2-3 |
| Portugal - U23-cup | 2023/05/23 10:00 | Estoril U23 v Benfica U23 | W | 2-1 |
| Portugal - U23 Liga | 2023/05/16 16:00 | Estrela Amadora U23 v Estoril U23 | W | 0-2 |
| Portugal - U23-cup | 2023/05/10 16:30 | Vizela U23 v Estoril U23 | W | 2-4 |
Away History
| Portugal - U23 Liga | 2023/08/22 10:00 | Portimonense U23 v Benfica U23 | L | 0-5 |
| Portugal - U23 Liga | 2023/08/16 16:00 | Portimonense U23 v CD Mafra U23 | L | 0-1 |
| Portugal - U23 Liga | 2023/08/08 16:00 | Sporting U23 v Portimonense U23 | D | 0-0 |
| Portugal - U23 Liga | 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 Liga | 2023/04/28 14:00 | SC Farense U23 v Portimonense U23 | W | 1-2 |
| Portugal - U23 Liga | 2023/04/18 10:00 | Portimonense U23 v Maritimo U23 | W | 2-1 |