Head to Head
| Portugal U23 League | 2019/04/27 10:00 | Portimonense U23 v Maritimo U23 | D | 1-1 |
| Portugal U23 League | 2019/03/16 11:00 | Maritimo U23 v Portimonense U23 | L | 3-1 |
| Portugal U23 League | 2018/11/24 11:00 | Portimonense U23 v Maritimo U23 | L | 1-3 |
| Portugal U23 League | 2018/08/28 16:00 | Maritimo U23 v Portimonense U23 | W | 0-1 |
Home History
| Portugal U23 League | 2019/09/14 10:00 | Sporting U23 v Portimonense U23 | L | 4-3 |
| Portugal U23 League | 2019/09/07 15:00 | Famalicao U23 v Portimonense U23 | W | 2-3 |
| Portugal U23 League | 2019/08/31 10:00 | Portimonense U23 v CD Aves U23 | D | 2-2 |
| Portugal U23 League | 2019/08/27 15:00 | Braga U23 v Portimonense U23 | L | 2-1 |
| Portugal U23 League | 2019/08/24 16:00 | Portimonense U23 v Vitoria Setubal U23 | D | 2-2 |
| Portugal U23 League | 2019/08/20 09:30 | Academica Coimbra SF U23 v Portimonense U23 | W | 2-3 |
| Portugal U23 League | 2019/08/13 16:00 | Portimonense U23 v Cova de Piedade U23 | L | 1-2 |
| Europe Friendlies | 2019/07/21 16:00 | Varzim v Portimonense U23 | L | 3-1 |
Away History
| Portugal U23 League | 2019/09/14 10:00 | Maritimo U23 v Famalicao U23 | W | 3-2 |
| Portugal U23 League | 2019/08/31 15:00 | Guimaraes U23 v Maritimo U23 | L | 1-0 |
| Portugal U23 League | 2019/08/27 15:00 | Sporting U23 v Maritimo U23 | L | 3-1 |
| Portugal U23 League | 2019/08/23 10:00 | Maritimo U23 v CD Aves U23 | W | 3-1 |
| Portugal U23 League | 2019/08/19 14:00 | Braga U23 v Maritimo U23 | L | 3-1 |
| Portugal U23 League | 2019/08/15 14:00 | Maritimo U23 v Vitoria Setubal U23 | W | 2-1 |
| Portugal U23 Cup | 2019/05/04 10:00 | Maritimo U23 v CD Aves U23 | L | 2-3 |
| Portugal U23 League | 2019/05/01 10:00 | Maritimo U23 v Vitoria Setubal U23 | D | 1-1 |