[1] Estoril U23 3-3 Benfica U23 [4] 2023-08-24 19:00
Stadium: Estadio Antonio Coimbra da Mota Round: 14
Head to Head
| Portugal U23 Cup | 2023/05/29 14:00 | Benfica U23 v Estoril U23 | L | 2-1 |
| Portugal U23 Cup | 2023/05/23 10:00 | Estoril U23 v Benfica U23 | W | 2-1 |
| Portugal U23 League | 2023/03/07 15:00 | Estoril U23 v Benfica U23 | D | 2-2 |
| Portugal U23 League | 2023/02/01 13:00 | Benfica U23 v Estoril U23 | D | 1-1 |
| Portugal U23 League | 2023/01/06 17:00 | Estoril U23 v Benfica U23 | W | 2-0 |
| Portugal U23 League | 2022/10/17 12:00 | Benfica U23 v Estoril U23 | L | 3-1 |
| Portugal U23 League | 2022/08/12 10:00 | Benfica U23 v Estoril U23 | L | 3-2 |
| Portugal U23 Cup | 2022/05/17 10:00 | Benfica U23 v Estoril U23 | L | 1-0 |
Home History
| Portugal U23 League | 2023/08/22 14:30 | Estoril U23 v CD Mafra U23 | W | 2-1 |
| Portugal U23 League | 2023/08/15 14:00 | Estoril U23 v SC Farense U23 | W | 2-1 |
| Portugal U23 League | 2023/08/08 10:00 | Estoril U23 v Santa Clara U23 | D | 2-2 |
| Portugal U23 Cup | 2023/06/07 17:00 | Estoril U23 v Braga U23 | D | 1-1 |
| Portugal U23 Cup | 2023/05/29 14:00 | Benfica U23 v Estoril U23 | L | 2-1 |
| Portugal U23 Cup | 2023/05/23 10:00 | Estoril U23 v Benfica U23 | W | 2-1 |
| Portugal U23 League | 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 League | 2023/08/22 10:00 | Portimonense U23 v Benfica U23 | W | 0-5 |
| Portugal U23 League | 2023/08/15 16:30 | Benfica U23 v Sporting U23 | D | 2-2 |
| Portugal U23 League | 2023/08/08 14:00 | Estrela Amadora U23 v Benfica U23 | L | 2-1 |
| Club Friendly List | 2023/08/02 19:30 | UD Santarem v Benfica U23 | L | 2-0 |
| Portugal U23 Cup | 2023/05/29 14:00 | Benfica U23 v Estoril U23 | W | 2-1 |
| Portugal U23 Cup | 2023/05/23 10:00 | Estoril U23 v Benfica U23 | L | 2-1 |
| Portugal U23 League | 2023/05/16 16:00 | Benfica U23 v Braga U23 | D | 0-0 |
| Portugal U23 Cup | 2023/05/10 14:00 | Gil Vicente U23 v Benfica U23 | W | 2-3 |