Head to Head
| Portugal U23 League | 2019/01/22 15:00 | Guimaraes U23 v Portimonense U23 | W | 3-0 |
| Portugal U23 League | 2018/10/20 10:00 | Portimonense U23 v Guimaraes U23 | W | 1-2 |
Home History
| Portugal U23 League | 2019/02/12 15:00 | Belenenses U23 v Guimaraes U23 | W | 0-1 |
| Portugal U23 League | 2019/02/02 11:00 | Guimaraes U23 v Estoril U23 | L | 1-3 |
| Portugal U23 League | 2019/01/27 15:00 | Rio Ave U23 v Guimaraes U23 | L | 1-0 |
| Portugal U23 League | 2019/01/22 15:00 | Guimaraes U23 v Portimonense U23 | W | 3-0 |
| Portugal U23 League | 2019/01/15 15:00 | Cova de Piedade U23 v Guimaraes U23 | W | 0-2 |
| Portugal U23 League | 2019/01/10 15:00 | Feirense U23 v Guimaraes U23 | W | 0-1 |
| Portugal U23 League | 2019/01/05 11:00 | Guimaraes U23 v Academica Coimbra SF U23 | W | 5-3 |
| Portugal U23 League | 2018/12/22 11:00 | Benfica U23 v Guimaraes U23 | D | 1-1 |
Away History
| Portugal U23 League | 2019/02/08 15:00 | Rio Ave U23 v Portimonense U23 | L | 4-1 |
| Portugal U23 League | 2019/02/02 11:00 | Portimonense U23 v Feirense U23 | W | 3-2 |
| Portugal U23 League | 2019/01/28 15:00 | Portimonense U23 v Cova de Piedade U23 | W | 2-0 |
| Portugal U23 League | 2019/01/22 15:00 | Guimaraes U23 v Portimonense U23 | L | 3-0 |
| Portugal U23 League | 2019/01/15 15:00 | Portimonense U23 v Academica Coimbra SF U23 | L | 0-4 |
| Portugal U23 League | 2019/01/08 18:00 | Benfica U23 v Portimonense U23 | W | 1-2 |
| Portugal U23 League | 2019/01/05 17:00 | Portimonense U23 v Sporting U23 | L | 0-3 |
| Portugal U23 League | 2018/12/21 15:00 | Vitoria Setubal U23 v Portimonense U23 | L | 1-0 |