Head to Head
| Portugal U23 League | 2019/04/16 15:00 | Maritimo U23 v Guimaraes U23 | D | 1-1 |
| Portugal U23 League | 2019/03/02 15:00 | Guimaraes U23 v Maritimo U23 | D | 1-1 |
| Portugal U23 League | 2018/11/10 11:00 | Guimaraes U23 v Maritimo U23 | W | 3-2 |
| Portugal U23 League | 2018/08/18 10:00 | Maritimo U23 v Guimaraes U23 | L | 3-2 |
Home History
| 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 |
| Europe Friendlies | 2019/07/27 09:00 | Amarante v Guimaraes U23 | D | 2-2 |
| Portugal U23 League | 2019/05/01 10:00 | Guimaraes U23 v Feirense U23 | D | 1-1 |
| Portugal U23 League | 2019/04/27 10:00 | Belenenses U23 v Guimaraes U23 | D | 1-1 |
| Portugal U23 League | 2019/04/23 17:00 | Cova de Piedade U23 v Guimaraes U23 | L | 2-1 |
Away History
| 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 |
| Portugal U23 League | 2019/04/27 10:00 | Portimonense U23 v Maritimo U23 | D | 1-1 |
| Portugal U23 League | 2019/04/24 10:00 | Maritimo U23 v Feirense U23 | W | 1-0 |