[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 |
| Portugal U23 League | 2022/03/12 11:00 | Benfica U23 v Estoril U23 | W | 2-0 |
| Portugal U23 League | 2022/01/29 15:00 | Estoril U23 v Benfica U23 | L | 1-0 |
| Portugal U23 League | 2021/12/04 11:00 | Benfica U23 v Estoril U23 | W | 5-0 |
| Portugal U23 League | 2021/09/24 14:00 | Estoril U23 v Benfica U23 | D | 1-1 |
| Portugal U23 League | 2020/12/18 11:00 | Benfica U23 v Estoril U23 | L | 1-3 |
| Portugal U23 League | 2020/10/23 13:45 | Estoril U23 v Benfica U23 | L | 2-0 |
| Portugal U23 League | 2020/03/06 17:00 | Estoril U23 v Benfica U23 | L | 3-2 |
| Portugal U23 League | 2019/12/13 11:45 | Estoril U23 v Benfica U23 | L | 3-0 |
| Portugal U23 League | 2019/08/31 10:00 | Benfica U23 v Estoril U23 | W | 1-0 |
| Portugal U23 Cup | 2019/05/04 10:00 | Benfica U23 v Estoril U23 | W | 4-3 |
| Portugal U23 League | 2019/04/13 10:00 | Benfica U23 v Estoril U23 | L | 2-3 |
| Portugal U23 League | 2019/02/27 15:00 | Estoril U23 v Benfica U23 | L | 1-0 |
| Portugal U23 League | 2019/01/22 18:00 | Benfica U23 v Estoril U23 | L | 0-1 |
| Portugal U23 League | 2018/10/22 16:00 | Estoril U23 v Benfica U23 | W | 0-1 |