Head to Head
| Portugal U23 League | 2019/09/28 15:00 | Guimaraes U23 v Portimonense U23 | W | 1-2 |
| Portugal U23 League | 2019/04/09 10:00 | Portimonense U23 v Guimaraes U23 | L | 1-5 |
| Portugal U23 League | 2019/02/23 11:00 | Guimaraes U23 v Portimonense U23 | L | 1-0 |
| Portugal U23 League | 2019/01/22 15:00 | Guimaraes U23 v Portimonense U23 | L | 3-0 |
| Portugal U23 League | 2018/10/20 10:00 | Portimonense U23 v Guimaraes U23 | L | 1-2 |
Home History
| Portugal U23 League | 2020/01/07 11:00 | Portimonense U23 v Famalicao U23 | W | 4-0 |
| Portugal U23 League | 2019/12/20 15:00 | Portimonense U23 v Sporting U23 | W | 2-1 |
| Portugal U23 League | 2019/12/16 15:00 | CD Aves U23 v Portimonense U23 | L | 1-0 |
| Portugal U23 League | 2019/12/09 11:45 | Portimonense U23 v Braga U23 | D | 1-1 |
| Portugal U23 League | 2019/12/03 15:00 | Vitoria Setubal U23 v Portimonense U23 | L | 2-1 |
| Portugal U23 League | 2019/11/30 11:00 | Portimonense U23 v Academica Coimbra SF U23 | W | 2-1 |
| Portugal U23 League | 2019/11/21 15:00 | Cova de Piedade U23 v Portimonense U23 | W | 3-4 |
| Portugal U23 League | 2019/11/09 11:00 | Estoril U23 v Portimonense U23 | L | 4-1 |
Away History
| Portugal U23 League | 2020/01/07 15:00 | Guimaraes U23 v Cova de Piedade U23 | D | 1-1 |
| Portugal U23 League | 2020/01/04 11:00 | Famalicao U23 v Guimaraes U23 | W | 0-1 |
| Portugal U23 League | 2019/12/19 11:45 | Guimaraes U23 v Estoril U23 | L | 1-3 |
| Portugal U23 League | 2019/12/13 11:00 | Maritimo U23 v Guimaraes U23 | L | 3-2 |
| Portugal U23 League | 2019/12/07 14:00 | Guimaraes U23 v Benfica U23 | L | 0-4 |
| Portugal U23 League | 2019/12/03 11:00 | Sporting U23 v Guimaraes U23 | W | 0-1 |
| Portugal U23 League | 2019/11/28 15:00 | Guimaraes U23 v Feirense U23 | L | 0-2 |
| Portugal U23 League | 2019/11/22 11:00 | CD Aves U23 v Guimaraes U23 | L | 1-0 |