Head to Head
| Portugal Primeira Liga | 2021/09/25 17:00 | Guimaraes v Benfica | L | 1-3 |
| Portugal Primeira Liga | 2021/05/19 19:00 | Guimaraes v Benfica | L | 1-3 |
| Portugal Primeira Liga | 2021/02/05 19:00 | Benfica v Guimaraes | D | 0-0 |
| Portugal League Cup | 2020/12/16 21:00 | Benfica v Guimaraes | L | 5-2 |
| Portugal Primeira Liga | 2020/07/14 20:30 | Benfica v Guimaraes | L | 2-0 |
| Portugal Primeira Liga | 2020/01/04 20:30 | Guimaraes v Benfica | L | 0-1 |
| Portugal League Cup | 2019/09/25 18:00 | Benfica v Guimaraes | D | 0-0 |
| Portugal Primeira Liga | 2019/01/18 21:15 | Guimaraes v Benfica | L | 0-1 |
Home History
| Portugal Primeira Liga | 2021/10/22 19:15 | Guimaraes v Maritimo | W | 2-1 |
| Portugal Cup | 2021/10/16 10:00 | Oliveira Hospital v Guimaraes | W | 0-1 |
| Portugal Primeira Liga | 2021/10/01 20:15 | Famalicao v Guimaraes | W | 1-2 |
| Portugal Primeira Liga | 2021/09/25 17:00 | Guimaraes v Benfica | L | 1-3 |
| Portugal League Cup | 2021/09/21 19:15 | Sporting Covilha v Guimaraes | W | 0-2 |
| Portugal Primeira Liga | 2021/09/18 19:30 | Arouca v Guimaraes | D | 2-2 |
| Portugal Primeira Liga | 2021/09/12 19:30 | Guimaraes v Belenenses | D | 0-0 |
| Portugal Primeira Liga | 2021/08/29 17:00 | Braga v Guimaraes | D | 0-0 |
Away History
| Portugal Primeira Liga | 2021/10/24 17:00 | Vizela v Benfica | W | 0-1 |
| UEFA Champions League | 2021/10/20 19:00 | Benfica v Bayern Munich | L | 0-4 |
| Portugal Cup | 2021/10/16 19:15 | Trofense v Benfica | W | 1-2 |
| Portugal Primeira Liga | 2021/10/03 17:00 | Benfica v Portimonense | L | 0-1 |
| UEFA Champions League | 2021/09/29 19:00 | Benfica v Barcelona | W | 3-0 |
| Portugal Primeira Liga | 2021/09/25 17:00 | Guimaraes v Benfica | W | 1-3 |
| Portugal Primeira Liga | 2021/09/20 18:00 | Benfica v Boavista | W | 3-1 |
| UEFA Champions League | 2021/09/14 19:00 | Dynamo Kiev v Benfica | D | 0-0 |