Face à face
| Portugal - Campeonato Nacional | 2019/10/26 17:00 | UD Leiria v Castelo | L | 1-0 |
| Portugal - Campeonato Nacional | 2019/05/12 16:00 | UD Leiria v Castelo | L | 2-1 |
| Portugal - Campeonato Nacional | 2019/01/13 15:00 | Castelo v UD Leiria | L | 0-2 |
| Portugal - Coupe du Portugal | 2018/09/09 16:00 | Castelo v UD Leiria | L | 1-2 |
| Portugal - Campeonato Nacional | 2018/03/31 14:00 | UD Leiria v Castelo | D | 1-1 |
| Portugal - Campeonato Nacional | 2017/12/03 15:00 | Castelo v UD Leiria | W | 1-0 |
| Portugal - Coupe du Portugal | 2017/09/24 14:00 | Castelo v UD Leiria | L | 0-2 |
| Portugal - Campeonato Nacional | 2017/04/29 15:00 | Castelo v UD Leiria | L | 0-2 |
Home History
| Portugal - Campeonato Nacional | 2020/03/01 15:00 | Caldas SC v Castelo | W | 0-2 |
| Portugal - Campeonato Nacional | 2020/02/23 15:00 | Castelo v UD Santarem | W | 2-0 |
| Portugal - Campeonato Nacional | 2020/02/16 15:00 | Anadia v Castelo | L | 2-1 |
| Portugal - Campeonato Nacional | 2020/02/09 11:00 | Castelo v GD Fontinhas | W | 6-0 |
| Portugal - Campeonato Nacional | 2020/02/02 15:00 | Agueda v Castelo | D | 0-0 |
| Portugal - Campeonato Nacional | 2020/01/26 15:00 | Castelo v Fatima | D | 1-1 |
| Portugal - Campeonato Nacional | 2020/01/19 15:00 | Oliveira Hospital v Castelo | W | 0-3 |
| Portugal - Campeonato Nacional | 2020/01/12 15:00 | Beira Mar v Castelo | W | 1-2 |
Away History
| Portugal - Campeonato Nacional | 2020/03/01 15:00 | UD Leiria v Praiense | D | 0-0 |
| Portugal - Campeonato Nacional | 2020/02/23 15:00 | UD Leiria v Caldas SC | D | 1-1 |
| Portugal - Campeonato Nacional | 2020/02/16 15:00 | UD Santarem v UD Leiria | L | 3-2 |
| Portugal - Campeonato Nacional | 2020/02/09 15:00 | UD Leiria v Agueda | D | 1-1 |
| Portugal - Campeonato Nacional | 2020/02/01 14:45 | Oliveira Hospital v UD Leiria | L | 3-2 |
| Portugal - Campeonato Nacional | 2020/01/26 11:00 | UD Leiria v GD Fontinhas | W | 1-0 |
| Portugal - Campeonato Nacional | 2020/01/18 20:15 | Beira Mar v UD Leiria | L | 1-0 |
| Portugal - Campeonato Nacional | 2020/01/12 15:00 | Arc Oleiros v UD Leiria | D | 1-1 |
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