Head to Head
| 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 |
| Portugal Cup | 2019/01/15 20:45 | Guimaraes v Benfica | L | 0-1 |
Home History
| 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 |
| Portugal Primeira Liga | 2021/08/22 19:30 | Guimaraes v Vizela | W | 4-0 |
| Portugal Primeira Liga | 2021/08/13 19:15 | Estoril v Guimaraes | D | 0-0 |
| Portugal Primeira Liga | 2021/08/08 14:30 | Guimaraes v Portimonense | L | 0-1 |
| Portugal League Cup | 2021/08/01 17:00 | Casa Pia v Guimaraes | W | 0-1 |
Away History
| 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 |
| Portugal Primeira Liga | 2021/09/11 17:00 | Santa Clara v Benfica | W | 0-5 |
| Portugal Primeira Liga | 2021/08/29 17:00 | Benfica v Tondela | W | 2-1 |
| UEFA Champions League Qualifying | 2021/08/24 19:00 | PSV v Benfica | D | 0-0 |
| Portugal Primeira Liga | 2021/08/21 17:00 | Gil Vicente v Benfica | W | 0-2 |
| UEFA Champions League Qualifying | 2021/08/18 19:00 | Benfica v PSV | W | 2-1 |
| Portugal Primeira Liga | 2021/08/14 17:00 | Benfica v Arouca | W | 2-0 |