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 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 |
| Portugal League Cup | 2021/07/26 19:15 | Guimaraes v Leixoes | W | 4-1 |
| Portugal Primeira Liga | 2021/05/19 19:00 | Guimaraes v Benfica | L | 1-3 |
| Portugal Primeira Liga | 2021/05/16 19:00 | Maritimo v Guimaraes | D | 0-0 |
| Portugal Primeira Liga | 2021/05/12 19:15 | Guimaraes v Famalicao | L | 1-2 |
| Portugal Primeira Liga | 2021/05/06 19:30 | SC Farense v Guimaraes | D | 2-2 |
Away History
| 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 |
| UEFA Champions League Qualifying | 2021/08/10 19:00 | Benfica v Spartak Moscow | W | 2-0 |
| Portugal Primeira Liga | 2021/08/07 17:00 | Moreirense v Benfica | W | 1-2 |
| UEFA Champions League Qualifying | 2021/08/04 17:00 | Spartak Moscow v Benfica | W | 0-2 |
| Europe Friendlies | 2021/07/25 19:00 | Benfica v Marseille | D | 1-1 |
| Europe Friendlies | 2021/07/22 19:00 | Benfica v Lille | W | 1-0 |
| Europe Friendlies | 2021/07/18 18:00 | Benfica v Almeria | W | 2-1 |
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