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 | 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 |
| Portugal Campeonato Nacional | 2019/11/03 15:00 | Guimaraes B v AD Oliveirense | D | 1-1 |
| Portugal Campeonato Nacional | 2019/10/26 14:00 | AD Oliveirense v Braga B | L | 0-1 |
| Portugal Cup | 2019/10/20 14:00 | AD Oliveirense v Santa Clara | L | 0-3 |
| Portugal Campeonato Nacional | 2019/10/13 14:00 | Vizela v AD Oliveirense | L | 2-1 |
Away History
| 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 |
| Portugal Campeonato Nacional | 2019/11/03 14:00 | SC Maria da Fonte v Montalegre | L | 4-0 |
| Portugal Campeonato Nacional | 2019/10/27 15:00 | Montalegre v Merelinense FC | L | 3-4 |
| Portugal Campeonato Nacional | 2019/10/13 14:00 | SC Mirandela v Montalegre | W | 0-1 |
| Portugal Campeonato Nacional | 2019/10/05 15:00 | CSD Camara Lobos v Montalegre | D | 2-2 |