Head to Head
| Portugal U23 League | 2019/08/27 10:00 | Benfica U23 v Guimaraes U23 | L | 4-2 |
| Portugal U23 League | 2018/12/22 11:00 | Benfica U23 v Guimaraes U23 | D | 1-1 |
| Portugal U23 League | 2018/11/24 11:00 | Guimaraes U23 v Benfica U23 | L | 1-3 |
Home History
| 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 |
| Portugal U23 League | 2019/11/08 14:00 | Belenenses U23 v Guimaraes U23 | L | 1-0 |
| Portugal U23 League | 2019/11/01 15:00 | Guimaraes U23 v Braga U23 | W | 2-1 |
| Portugal U23 League | 2019/10/29 11:00 | Guimaraes U23 v Rio Ave U23 | L | 0-1 |
| Portugal U23 League | 2019/10/25 10:00 | Vitoria Setubal U23 v Guimaraes U23 | D | 1-1 |
| Portugal U23 League | 2019/10/18 14:00 | Guimaraes U23 v Leixoes U23 | D | 1-1 |
Away History
| Portugal U23 League | 2019/12/03 15:00 | Feirense U23 v Benfica U23 | W | 0-4 |
| Portugal U23 League | 2019/11/30 12:45 | Belenenses U23 v Benfica U23 | D | 0-0 |
| Portugal U23 League | 2019/11/23 11:00 | Benfica U23 v Rio Ave U23 | L | 2-3 |
| Portugal U23 League | 2019/11/09 11:00 | Benfica U23 v Leixoes U23 | D | 1-1 |
| Portugal U23 League | 2019/11/02 11:00 | Portimonense U23 v Benfica U23 | W | 1-3 |
| Portugal U23 League | 2019/10/29 16:00 | Benfica U23 v Famalicao U23 | W | 2-0 |
| Portugal U23 League | 2019/10/25 10:00 | Maritimo U23 v Benfica U23 | D | 0-0 |
| Portugal U23 League | 2019/10/19 10:00 | Benfica U23 v Sporting U23 | W | 2-1 |