Head to Head
| Portugal Primeira Liga | 2025/04/19 19:30 | Guimaraes v Benfica | L | 0-3 |
| Portugal Primeira Liga | 2024/12/07 18:00 | Benfica v Guimaraes | L | 1-0 |
| Portugal Primeira Liga | 2024/02/11 20:30 | Guimaraes v Benfica | D | 2-2 |
| Portugal Primeira Liga | 2023/09/02 19:30 | Benfica v Guimaraes | L | 4-0 |
| Portugal Primeira Liga | 2023/03/18 18:00 | Benfica v Guimaraes | L | 5-1 |
| Portugal Primeira Liga | 2022/10/01 19:30 | Guimaraes v Benfica | D | 0-0 |
| Portugal Primeira Liga | 2022/02/27 18:00 | Benfica v Guimaraes | L | 3-0 |
| Portugal League Cup | 2021/10/27 18:30 | Guimaraes v Benfica | D | 3-3 |
Home History
| Portugal Primeira Liga | 2025/09/28 14:30 | Alverca v Guimaraes | L | 2-0 |
| Portugal Primeira Liga | 2025/09/20 19:30 | Guimaraes v Braga | D | 1-1 |
| Portugal Primeira Liga | 2025/09/14 14:30 | Estrela v Guimaraes | W | 0-2 |
| Portugal Primeira Liga | 2025/08/30 17:00 | Guimaraes v Arouca | D | 1-1 |
| Portugal Primeira Liga | 2025/08/23 15:00 | Moreirense v Guimaraes | L | 2-0 |
| Portugal Primeira Liga | 2025/08/16 17:00 | Guimaraes v Estoril | W | 3-2 |
| Portugal Primeira Liga | 2025/08/11 19:45 | FC Porto v Guimaraes | L | 3-0 |
| Europe Friendlies | 2025/08/02 17:00 | Chaves v Guimaraes | L | 2-1 |
Away History
| UEFA Champions League | 2025/09/30 19:00 | Chelsea v Benfica | L | 1-0 |
| Portugal Primeira Liga | 2025/09/26 19:15 | Benfica v Gil Vicente | W | 2-1 |
| Portugal Primeira Liga | 2025/09/23 19:15 | Benfica v Rio Ave | D | 1-1 |
| Portugal Primeira Liga | 2025/09/20 17:00 | AVS v Benfica | W | 0-3 |
| UEFA Champions League | 2025/09/16 19:00 | Benfica v FK Qarabag | L | 2-3 |
| Portugal Primeira Liga | 2025/09/12 19:15 | Benfica v Santa Clara | D | 1-1 |
| Portugal Primeira Liga | 2025/08/31 17:00 | Alverca v Benfica | W | 1-2 |
| UEFA Champions League Qualifying | 2025/08/27 19:00 | Benfica v Fenerbahce | W | 1-0 |