Home History
| Portugal Campeonato Nacional | 2021/10/03 14:00 | Leca v AD Castro Daire | W | 0-1 |
| Portugal Cup | 2021/09/25 15:00 | Rabo Peixe v AD Castro Daire | W | 2-3 |
| Portugal Campeonato Nacional | 2021/09/19 14:00 | AD Castro Daire v SC Espinho | D | 0-0 |
| Portugal Cup | 2021/09/11 16:00 | AD Castro Daire v GD Trancoso | W | 1-0 |
| Portugal Campeonato Nacional | 2021/08/29 16:00 | CD Gouveia v AD Castro Daire | W | 1-2 |
| Portugal Campeonato Nacional | 2021/04/10 16:30 | AD Castro Daire v Anadia | W | 2-1 |
| Portugal Campeonato Nacional | 2021/04/03 10:30 | Lusitano FCV v AD Castro Daire | W | 0-3 |
| Portugal Campeonato Nacional | 2021/03/21 15:00 | RD Agueda v AD Castro Daire | W | 0-2 |
Away History
| Portugal Campeonato Nacional | 2021/10/09 12:00 | Olhanense v CD Pinhalnovense | L | 0-1 |
| Portugal Campeonato Nacional | 2021/10/03 14:00 | Olhanense v Moncarapachense | W | 3-2 |
| Portugal Cup | 2021/09/25 14:00 | Olhanense v GDSC Alvarenga | W | 1-0 |
| Portugal Campeonato Nacional | 2021/09/19 12:00 | FC Barreirense v Olhanense | W | 1-2 |
| Portugal Cup | 2021/09/11 16:00 | Olhanense v Juventude Evora | W | 1-0 |
| Portugal Campeonato Nacional | 2021/05/30 16:00 | Real Sport Clube Queluz v Olhanense | L | 1-0 |
| Portugal Campeonato Nacional | 2021/05/22 10:00 | Olhanense v SC Praiense | W | 1-0 |
| Portugal Campeonato Nacional | 2021/05/16 16:00 | Olhanense v Amora | L | 0-1 |