Home History
| Portugal Campeonato Nacional | 2021/10/03 14:00 | GUS Montemor v CD Pinhalnovense | L | 1-3 |
| Portugal Cup | 2021/09/25 14:00 | GUS Montemor v Vilaverdense | L | 0-2 |
| Portugal Campeonato Nacional | 2021/09/19 14:00 | Juventude de Evora v GUS Montemor | D | 0-0 |
| Portugal Campeonato Nacional | 2021/09/12 16:00 | GUS Montemor v Serpa | W | 2-1 |
| Portugal Cup | 2020/10/10 14:00 | GUS Montemor v Feirense | L | 0-2 |
| Portugal Cup | 2014/09/27 14:00 | UD Oliveirense v GUS Montemor | L | 2-0 |
Away History
| 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 |
| Portugal Campeonato Nacional | 2021/08/29 16:00 | Imortal DC v Louletano DC | D | 1-1 |
| Portugal Campeonato Nacional | 2021/05/29 10:30 | Moncarapachense v Louletano DC | L | 1-0 |
| Portugal Campeonato Nacional | 2021/05/22 16:00 | Louletano DC v Oriental Dragon | L | 0-2 |