[2] Benfica U23 2-1 Estoril U23 [1] 2023-05-29 14:00
Stadium: Estadio do Sport Lisboa e Benfica Round: 2
Head to Head
| Portugal U23 Cup | 2023/05/23 10:00 | Estoril U23 v Benfica U23 | L | 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 | L | 2-0 |
| Portugal U23 League | 2022/10/17 12:00 | Benfica U23 v Estoril U23 | W | 3-1 |
| Portugal U23 League | 2022/08/12 10:00 | Benfica U23 v Estoril U23 | W | 3-2 |
| Portugal U23 Cup | 2022/05/17 10:00 | Benfica U23 v Estoril U23 | W | 1-0 |
| Portugal U23 Cup | 2022/05/10 10:00 | Estoril U23 v Benfica U23 | L | 3-1 |
Home History
| 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 |
| Portugal U23 Cup | 2023/05/06 14:00 | Famalicao U23 v Benfica U23 | W | 2-3 |
| Portugal U23 League | 2023/04/25 14:00 | Vizela U23 v Benfica U23 | W | 1-2 |
| Portugal U23 League | 2023/04/11 10:00 | Estrela Amadora U23 v Benfica U23 | D | 2-2 |
| Portugal U23 League | 2023/04/04 14:00 | Benfica U23 v Braga U23 | W | 1-0 |
| Portugal U23 League | 2023/03/14 15:00 | Benfica U23 v Famalicao U23 | L | 1-2 |
Away History
| 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 |
| Portugal U23 Cup | 2023/05/06 10:00 | Estoril U23 v Portimonense U23 | W | 3-2 |
| Portugal U23 League | 2023/04/25 14:00 | Famalicao U23 v Estoril U23 | L | 3-1 |
| Portugal U23 League | 2023/04/11 14:00 | Vizela U23 v Estoril U23 | W | 1-3 |
| Portugal U23 League | 2023/04/04 18:00 | Estoril U23 v Estrela Amadora U23 | L | 0-1 |
| Portugal U23 League | 2023/03/14 15:00 | Estoril U23 v Braga U23 | W | 4-0 |