Head to Head
| Portugal Campeonato Nacional | 2019/09/22 14:00 | Benfica e Castelo Branco v Anadia | D | 1-1 |
| 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 | W | 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 | 2019/12/14 17:45 | RD Agueda v Anadia | W | 0-1 |
| Portugal Campeonato Nacional | 2019/12/08 15:00 | Anadia v Fatima | L | 0-2 |
| Portugal Campeonato Nacional | 2019/12/01 15:00 | UD Leiria v Anadia | W | 0-1 |
| Portugal Cup | 2019/11/24 15:00 | Anadia v Beira Mar | W | 2-1 |
| Portugal Campeonato Nacional | 2019/11/17 11:00 | Anadia v GD Fontinhas | D | 1-1 |
| Portugal Campeonato Nacional | 2019/11/13 12:00 | SC Ideal v Anadia | W | 2-3 |
| Portugal Campeonato Nacional | 2019/11/10 15:45 | Beira Mar v Anadia | L | 2-1 |
| Portugal Campeonato Nacional | 2019/11/03 15:00 | Oliveira Hospital v Anadia | D | 0-0 |
Away History
| Portugal Campeonato Nacional | 2019/12/15 11:00 | Benfica e Castelo Branco v SC Ideal | W | 1-0 |
| Portugal Campeonato Nacional | 2019/12/08 15:00 | Clube Condeixa v Benfica e Castelo Branco | L | 2-1 |
| Portugal Campeonato Nacional | 2019/12/01 15:00 | Benfica e Castelo Branco v AC Marinhense | D | 0-0 |
| Portugal Campeonato Nacional | 2019/11/23 15:00 | Benfica e Castelo Branco v CG Vitoria Sernache | W | 1-0 |
| Portugal Campeonato Nacional | 2019/11/17 15:00 | Sertanense v Benfica e Castelo Branco | L | 1-0 |
| Portugal Campeonato Nacional | 2019/11/03 12:00 | SC Praiense v Benfica e Castelo Branco | L | 2-1 |
| Portugal Campeonato Nacional | 2019/10/26 17:00 | UD Leiria v Benfica e Castelo Branco | L | 1-0 |
| Portugal Cup | 2019/10/20 14:00 | Loures v Benfica e Castelo Branco | L | 4-2 |