Head to Head
| Portugal U23 League | 2019/04/09 10:00 | Portimonense U23 v Guimaraes U23 | W | 1-5 |
| Portugal U23 League | 2019/02/23 11:00 | Guimaraes U23 v Portimonense U23 | W | 1-0 |
| 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 | 2019/09/24 10:00 | Cova de Piedade U23 v Guimaraes U23 | L | 2-0 |
| Portugal U23 League | 2019/09/20 10:00 | Guimaraes U23 v Famalicao U23 | D | 2-2 |
| Portugal U23 League | 2019/09/13 10:00 | Estoril U23 v Guimaraes U23 | L | 3-0 |
| Portugal U23 League | 2019/08/31 15:00 | Guimaraes U23 v Maritimo U23 | W | 1-0 |
| Portugal U23 League | 2019/08/27 10:00 | Benfica U23 v Guimaraes U23 | L | 4-2 |
| Portugal U23 League | 2019/08/23 17:00 | Guimaraes U23 v Sporting U23 | L | 0-6 |
| Portugal U23 League | 2019/08/19 10:00 | Feirense U23 v Guimaraes U23 | D | 1-1 |
| Portugal U23 League | 2019/08/12 16:45 | Guimaraes U23 v CD Aves U23 | D | 2-2 |
Away History
| Portugal U23 League | 2019/09/21 10:00 | Portimonense U23 v Maritimo U23 | D | 2-2 |
| 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 |