Head to Head
| Portugal Campeonato Nacional | 2021/10/26 19:00 | Louletano DC v Olhanense | D | 2-2 |
| Portugal Campeonato Nacional | 2021/02/01 20:30 | Louletano DC v Olhanense | D | 0-0 |
| Portugal Campeonato Nacional | 2020/10/18 14:00 | Olhanense v Louletano DC | W | 2-1 |
| Portugal Campeonato Nacional | 2020/02/09 15:00 | Olhanense v Louletano DC | W | 3-1 |
| Portugal Campeonato Nacional | 2019/09/14 15:00 | Louletano DC v Olhanense | L | 1-0 |
| Portugal Campeonato Nacional | 2019/01/27 15:00 | Louletano DC v Olhanense | D | 2-2 |
| Portugal Campeonato Nacional | 2018/08/19 16:00 | Olhanense v Louletano DC | D | 1-1 |
| Portugal Campeonato Nacional | 2018/01/28 15:00 | Louletano DC v Olhanense | W | 0-1 |
Home History
| Portugal Cup | 2021/11/20 17:00 | Rio Ave v Olhanense | L | 2-1 |
| Portugal Campeonato Nacional | 2021/11/07 15:00 | Serpa v Olhanense | W | 0-3 |
| Portugal Campeonato Nacional | 2021/10/31 15:00 | Olhanense v GUS Montemor | W | 1-0 |
| Portugal Campeonato Nacional | 2021/10/26 19:00 | Louletano DC v Olhanense | D | 2-2 |
| Portugal Cup | 2021/10/17 14:00 | AD Castro Daire v Olhanense | W | 3-6 |
| 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 |
Away History
| Portugal Campeonato Nacional | 2021/11/07 15:00 | Juventude de Evora v Louletano DC | D | 1-1 |
| Portugal Campeonato Nacional | 2021/10/31 15:00 | Louletano DC v Serpa | W | 6-0 |
| Portugal Campeonato Nacional | 2021/10/26 19:00 | Louletano DC v Olhanense | D | 2-2 |
| Portugal Cup | 2021/10/16 17:00 | Louletano DC v Estrela | L | 1-2 |
| Portugal Campeonato Nacional | 2021/10/03 14:00 | FC Barreirense v Louletano DC | W | 1-2 |
| Portugal Cup | 2021/09/25 16:00 | Louletano DC v Salgueiros | W | 3-1 |
| Portugal Campeonato Nacional | 2021/09/19 14:00 | Louletano DC v Esperanca Lagos | W | 2-1 |
| Portugal Cup | 2021/09/11 16:00 | Culatrense v Louletano DC | W | 1-2 |