Head to Head
| Portugalia - Cupa U23 | 2019/05/04 10:00 | Benfica U23 v Estoril U23 | W | 4-3 |
| Portugalia - Liga U23 | 2019/04/13 10:00 | Benfica U23 v Estoril U23 | L | 2-3 |
| Portugalia - Liga U23 | 2019/02/27 15:00 | Estoril U23 v Benfica U23 | L | 1-0 |
| Portugalia - Liga U23 | 2019/01/22 18:00 | Benfica U23 v Estoril U23 | L | 0-1 |
| Portugalia - Liga U23 | 2018/10/22 16:00 | Estoril U23 v Benfica U23 | W | 0-1 |
Home History
| Portugalia - Liga U23 | 2019/08/27 10:00 | Benfica U23 v Guimaraes U23 | W | 4-2 |
| Portugalia - Liga U23 | 2019/08/22 15:00 | Benfica U23 v Feirense U23 | W | 2-1 |
| Portugalia - Liga U23 | 2019/08/19 15:00 | Benfica U23 v Belenenses U23 | W | 1-0 |
| Portugalia - Liga U23 | 2019/08/15 10:00 | Rio Ave U23 v Benfica U23 | L | 1-0 |
| Europa - Amicale | 2019/08/10 17:30 | Alverca v Benfica U23 | L | 1-0 |
| Europa - Amicale | 2019/08/04 10:30 | AD Sanjoanense v Benfica U23 | W | 1-3 |
| Portugalia - Cupa U23 | 2019/05/07 15:00 | Benfica U23 v CD Aves U23 | L | 4-6 |
| Portugalia - Cupa U23 | 2019/05/04 10:00 | Benfica U23 v Estoril U23 | W | 4-3 |
Away History
| Portugalia - Liga U23 | 2019/08/28 10:00 | Estoril U23 v Feirense U23 | W | 1-0 |
| Portugalia - Liga U23 | 2019/08/23 15:00 | Belenenses U23 v Estoril U23 | L | 2-1 |
| Portugalia - Liga U23 | 2019/08/19 16:45 | Estoril U23 v Rio Ave U23 | D | 2-2 |
| Portugalia - Liga U23 | 2019/08/12 10:00 | Leixoes U23 v Estoril U23 | D | 2-2 |
| Europa - Amicale | 2019/08/03 10:00 | SU Sintrense v Estoril U23 | W | 2-4 |
| Portugalia - Cupa U23 | 2019/05/04 10:00 | Benfica U23 v Estoril U23 | L | 4-3 |
| Portugalia - Liga U23 | 2019/05/01 10:00 | Rio Ave U23 v Estoril U23 | W | 1-2 |
| Portugalia - Liga U23 | 2019/04/27 10:00 | Estoril U23 v Sporting U23 | W | 2-1 |
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