Head to Head
| Portugal Campeonato Nacional | 2019/08/18 16:00 | Montalegre v AD Oliveirense | L | 6-1 |
| Portugal Campeonato Nacional | 2019/03/17 15:00 | Montalegre v AD Oliveirense | L | 1-0 |
| Portugal Campeonato Nacional | 2018/10/28 15:00 | AD Oliveirense v Montalegre | L | 1-2 |
| Portugal Campeonato Nacional | 2018/03/03 15:00 | AD Oliveirense v Montalegre | D | 0-0 |
| Portugal Campeonato Nacional | 2017/10/29 15:00 | Montalegre v AD Oliveirense | D | 2-2 |
| Portugal Campeonato Nacional | 2017/01/15 15:00 | Montalegre v AD Oliveirense | D | 4-4 |
| Portugal Campeonato Nacional | 2016/10/23 14:00 | AD Oliveirense v Montalegre | W | 2-0 |
Home History
| Portugal Campeonato Nacional | 2020/01/12 15:00 | AD Oliveirense v Merelinense FC | D | 0-0 |
| Portugal Campeonato Nacional | 2020/01/05 16:00 | CSD Camara Lobos v AD Oliveirense | W | 0-2 |
| Portugal Campeonato Nacional | 2019/12/21 15:00 | AD Oliveirense v CD Cerveira | D | 2-2 |
| Portugal Campeonato Nacional | 2019/12/15 15:00 | Uniao Madeira v AD Oliveirense | L | 1-0 |
| Portugal Campeonato Nacional | 2019/12/08 15:00 | AD Oliveirense v Braganca | D | 1-1 |
| Portugal Campeonato Nacional | 2019/11/30 15:00 | AD Oliveirense v AD Fafe | L | 0-1 |
| Portugal Campeonato Nacional | 2019/11/16 15:00 | Berco SC v AD Oliveirense | L | 2-1 |
| Portugal Campeonato Nacional | 2019/11/09 15:00 | AD Oliveirense v Chaves B | D | 2-2 |
Away History
| Portugal Campeonato Nacional | 2020/01/12 15:00 | AD Fafe v Montalegre | L | 2-1 |
| Portugal Campeonato Nacional | 2020/01/05 15:00 | Montalegre v Uniao Madeira | L | 0-1 |
| Portugal Campeonato Nacional | 2019/12/21 15:00 | Guimaraes B v Montalegre | L | 4-3 |
| Portugal Campeonato Nacional | 2019/12/15 14:00 | Montalegre v Vizela | W | 1-0 |
| Portugal Campeonato Nacional | 2019/12/08 16:15 | Braga B v Montalegre | D | 1-1 |
| Portugal Campeonato Nacional | 2019/12/01 15:00 | Montalegre v Chaves B | D | 0-0 |
| Portugal Campeonato Nacional | 2019/11/17 15:00 | Pedras Salgadas v Montalegre | L | 1-0 |
| Portugal Campeonato Nacional | 2019/11/10 15:00 | Montalegre v Maritimo B | D | 3-3 |
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