Head to Head
| Portugal Campeonato Nacional | 2019/04/07 15:00 | Benfica e Castelo Branco v Anadia | D | 1-1 |
| Portugal Campeonato Nacional | 2018/11/18 15:00 | Anadia v Benfica e Castelo Branco | L | 2-1 |
| Portugal Campeonato Nacional | 2018/04/22 15:00 | Anadia v Benfica e Castelo Branco | D | 0-0 |
| Portugal Campeonato Nacional | 2018/01/07 15:00 | Benfica e Castelo Branco v Anadia | D | 0-0 |
Home History
| Portugal Campeonato Nacional | 2019/09/15 16:00 | GD Fontinhas v Benfica e Castelo Branco | W | 1-2 |
| Portugal Campeonato Nacional | 2019/09/01 16:00 | Benfica e Castelo Branco v RD Agueda | L | 1-2 |
| Portugal Campeonato Nacional | 2019/08/25 16:00 | Fatima v Benfica e Castelo Branco | L | 1-0 |
| Portugal Campeonato Nacional | 2019/08/18 16:00 | Benfica e Castelo Branco v Oliveira Hospital | D | 1-1 |
| Europe Friendlies | 2019/07/25 17:00 | Sporting Covilha v Benfica e Castelo Branco | L | 2-0 |
| Portugal Campeonato Nacional | 2019/05/12 16:00 | UD Leiria v Benfica e Castelo Branco | L | 2-1 |
| Portugal Campeonato Nacional | 2019/05/05 16:00 | Benfica e Castelo Branco v Santa Iria | W | 2-0 |
| Portugal Campeonato Nacional | 2019/04/28 15:00 | Sertanense v Benfica e Castelo Branco | W | 0-1 |
Away History
| Portugal Campeonato Nacional | 2019/09/15 14:00 | Anadia v CG Vitoria Sernache | D | 1-1 |
| Portugal Cup | 2019/09/08 16:00 | Mortagua FC v Anadia | L | 4-2 |
| Portugal Campeonato Nacional | 2019/09/01 16:00 | Sertanense v Anadia | W | 0-2 |
| Portugal Campeonato Nacional | 2019/08/25 16:00 | Anadia v Clube Condeixa | W | 2-1 |
| Europe Friendlies | 2019/08/07 09:30 | Beira Mar v Anadia | L | 7-6 |
| Europe Friendlies | 2019/07/25 09:30 | AD Sanjoanense v Anadia | L | 1-0 |
| Europe Friendlies | 2019/07/18 09:00 | CD Aves v Anadia | L | 5-0 |
| Portugal Campeonato Nacional | 2019/05/12 16:00 | Anadia v ARC Oleiros | W | 3-1 |