Head to Head
| 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 | 2019/04/05 14:00 | Belenenses U23 v Portimonense U23 | L | 2-1 |
| Portugal U23 League | 2019/03/30 11:00 | Portimonense U23 v Academica Coimbra SF U23 | W | 3-0 |
| Portugal U23 League | 2019/03/23 16:00 | Cova de Piedade U23 v Portimonense U23 | W | 1-2 |
| Portugal U23 League | 2019/03/16 11:00 | Maritimo U23 v Portimonense U23 | L | 3-1 |
| Portugal U23 League | 2019/03/09 15:00 | Portimonense U23 v Vitoria Setubal U23 | L | 0-3 |
| Portugal U23 League | 2019/03/05 15:30 | Portimonense U23 v Cova de Piedade U23 | W | 6-1 |
| Portugal U23 League | 2019/03/02 11:00 | Feirense U23 v Portimonense U23 | D | 0-0 |
| Portugal U23 League | 2019/02/26 15:00 | Portimonense U23 v Belenenses U23 | D | 1-1 |
Away History
| Portugal U23 League | 2019/03/30 11:00 | Feirense U23 v Guimaraes U23 | L | 2-1 |
| Portugal U23 League | 2019/03/23 16:00 | Vitoria Setubal U23 v Guimaraes U23 | D | 0-0 |
| Portugal U23 League | 2019/03/16 11:00 | Guimaraes U23 v Belenenses U23 | D | 2-2 |
| Portugal U23 League | 2019/03/10 15:59 | Guimaraes U23 v Cova de Piedade U23 | L | 1-2 |
| Portugal U23 League | 2019/03/05 15:00 | Academica Coimbra SF U23 v Guimaraes U23 | L | 1-0 |
| Portugal U23 League | 2019/03/02 15:00 | Guimaraes U23 v Maritimo U23 | D | 1-1 |
| Portugal U23 League | 2019/02/23 11:00 | Guimaraes U23 v Portimonense U23 | W | 1-0 |
| Portugal U23 League | 2019/02/12 15:00 | Belenenses U23 v Guimaraes U23 | W | 0-1 |