Home History
| 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 |
| 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 |
Away History
| Portugal Campeonato Nacional | 2021/10/24 14:00 | Moncarapachense v GUS Montemor | L | 4-1 |
| 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 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 |