[2] Estoril U23 1-1 Benfica U23 [5] 2021-09-24 14:00
Stadium: Estadio Antonio Coimbra da Mota Round: 5
Head to Head
| Portugal U23 League | 2020/12/18 11:00 | Benfica U23 v Estoril U23 | W | 1-3 |
| Portugal U23 League | 2020/10/23 13:45 | Estoril U23 v Benfica U23 | W | 2-0 |
| Portugal U23 League | 2020/03/06 17:00 | Estoril U23 v Benfica U23 | W | 3-2 |
| Portugal U23 League | 2019/12/13 11:45 | Estoril U23 v Benfica U23 | W | 3-0 |
| Portugal U23 League | 2019/08/31 10:00 | Benfica U23 v Estoril U23 | L | 1-0 |
| Portugal U23 Cup | 2019/05/04 10:00 | Benfica U23 v Estoril U23 | L | 4-3 |
| Portugal U23 League | 2019/04/13 10:00 | Benfica U23 v Estoril U23 | W | 2-3 |
| Portugal U23 League | 2019/02/27 15:00 | Estoril U23 v Benfica U23 | W | 1-0 |
Home History
| Portugal U23 League | 2021/09/18 10:00 | Sporting U23 v Estoril U23 | W | 1-2 |
| Portugal U23 League | 2021/09/10 16:00 | Estoril U23 v Portimonense U23 | W | 4-0 |
| Portugal U23 League | 2021/08/19 10:00 | SC Farense U23 v Estoril U23 | W | 0-1 |
| Portugal U23 Cup | 2021/05/11 14:00 | Estoril U23 v Braga U23 | W | 2-1 |
| Portugal U23 Cup | 2021/05/04 14:00 | Estoril U23 v Famalicao U23 | W | 3-1 |
| Portugal U23 Cup | 2021/04/27 10:30 | Famalicao U23 v Estoril U23 | W | 0-1 |
| 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 |
Away History
| Portugal U23 League | 2021/09/19 18:00 | Benfica U23 v SC Farense U23 | W | 1-0 |
| Portugal U23 League | 2021/09/10 12:00 | Belenenses U23 v Benfica U23 | W | 0-1 |
| Portugal U23 League | 2021/08/27 10:00 | Benfica U23 v Maritimo U23 | L | 1-2 |
| Portugal U23 Cup | 2021/05/05 14:00 | Benfica U23 v Braga U23 | L | 2-4 |
| Portugal U23 Cup | 2021/04/27 14:00 | Braga U23 v Benfica U23 | D | 1-1 |
| Portugal U23 Cup | 2021/04/20 17:30 | Benfica U23 v Leixoes U23 | D | 1-1 |
| Portugal U23 Cup | 2021/04/14 14:00 | Leixoes U23 v Benfica U23 | W | 1-2 |
| Portugal U23 League | 2021/04/01 16:00 | Sporting U23 v Benfica U23 | W | 0-1 |