Head to Head
| 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 |
| Portugal Primeira Liga | 2018/08/10 19:30 | Benfica v Guimaraes | L | 3-2 |
| Portugal Primeira Liga | 2018/03/31 17:15 | Benfica v Guimaraes | L | 2-0 |
| Portugal Primeira Liga | 2017/11/05 18:00 | Guimaraes v Benfica | L | 1-3 |
| Portugal Super Cup | 2017/08/05 19:45 | Benfica v Guimaraes | L | 3-1 |
| Portugal Cup | 2017/05/28 16:15 | Benfica v Guimaraes | L | 2-1 |
Home History
| Portugal League Cup | 2019/12/21 20:00 | Guimaraes v Sporting Covilha | W | 3-0 |
| Portugal Primeira Liga | 2019/12/15 17:30 | Gil Vicente v Guimaraes | D | 2-2 |
| UEFA Europa League | 2019/12/12 17:55 | Eintracht Frankfurt v Guimaraes | W | 2-3 |
| Portugal Primeira Liga | 2019/12/08 15:00 | Guimaraes v Portimonense | W | 2-0 |
| Portugal League Cup | 2019/12/04 18:45 | Vitoria Setubal v Guimaraes | W | 0-2 |
| Portugal Primeira Liga | 2019/12/01 17:30 | Vitoria Setubal v Guimaraes | D | 1-1 |
| UEFA Europa League | 2019/11/28 20:00 | Guimaraes v Standard Liege | D | 1-1 |
| Portugal Primeira Liga | 2019/11/10 20:00 | Guimaraes v Braga | L | 0-2 |
Away History
| Portugal League Cup | 2019/12/21 20:00 | Vitoria Setubal v Benfica | D | 2-2 |
| Portugal Cup | 2019/12/18 20:45 | Benfica v Braga | W | 2-1 |
| Portugal Primeira Liga | 2019/12/14 18:00 | Benfica v Famalicao | W | 4-0 |
| UEFA Champions League | 2019/12/10 20:00 | Benfica v Zenit St Petersburg | W | 3-0 |
| Portugal Primeira Liga | 2019/12/06 20:30 | Boavista v Benfica | W | 1-4 |
| Portugal League Cup | 2019/12/03 20:15 | Sporting Covilha v Benfica | D | 1-1 |
| Portugal Primeira Liga | 2019/11/30 18:00 | Benfica v Maritimo | W | 4-0 |
| UEFA Champions League | 2019/11/27 20:00 | RB Leipzig v Benfica | D | 2-2 |