Stadium: Estadio Jose Alvalade Round: 2
Referee: Hugo Filipe Ferreira De Campos Moreira Miguel Home Manager: Marcel Marcus Johannes Keizer Away Manager: Bruno Lage
| Portugal Primeira Liga | 2018/08/25 18:00 | Benfica v Sporting | D | 1-1 |
| Portugal Primeira Liga | 2018/05/05 19:30 | Sporting v Benfica | D | 0-0 |
| Portugal Primeira Liga | 2018/01/03 21:30 | Benfica v Sporting | D | 1-1 |
| Portugal Primeira Liga | 2017/04/22 19:30 | Sporting v Benfica | D | 1-1 |
| Portugal Primeira Liga | 2016/12/11 18:00 | Benfica v Sporting | L | 2-1 |
| Portugal Primeira Liga | 2016/03/05 20:45 | Sporting v Benfica | L | 0-1 |
| Portugal Cup | 2015/11/21 20:00 | Sporting v Benfica | W | 2-1 |
| Portugal Primeira Liga | 2015/10/25 17:00 | Benfica v Sporting | W | 0-3 |
| Portugal Cup | 2018/11/24 15:00 | Lusitano FCV v Sporting | W | 1-4 |
| Portugal Primeira Liga | 2018/11/11 20:00 | Sporting v Chaves | W | 2-1 |
| UEFA Europa League | 2018/11/08 20:00 | Arsenal v Sporting | D | 0-0 |
| Portugal Primeira Liga | 2018/11/04 17:30 | Santa Clara v Sporting | W | 1-2 |
| Portugal League Cup | 2018/10/31 21:15 | Sporting v Estoril | L | 1-2 |
| Portugal Primeira Liga | 2018/10/28 20:00 | Sporting v Boavista | W | 3-0 |
| UEFA Europa League | 2018/10/25 16:55 | Sporting v Arsenal | L | 0-1 |
| Portugal Cup | 2018/10/20 19:45 | Loures v Sporting | W | 1-2 |
| UEFA Champions League | 2018/11/27 20:00 | Bayern Munich v Benfica | L | 5-1 |
| Portugal Cup | 2018/11/22 20:45 | Benfica v Arouca | W | 2-1 |
| Portugal Primeira Liga | 2018/11/11 17:30 | Tondela v Benfica | W | 1-3 |
| UEFA Champions League | 2018/11/07 20:00 | Benfica v Ajax | D | 1-1 |
| Portugal Primeira Liga | 2018/11/02 20:30 | Benfica v Moreirense | L | 1-3 |
| Portugal Primeira Liga | 2018/10/27 19:30 | Belenenses v Benfica | L | 2-0 |
| UEFA Champions League | 2018/10/23 19:00 | Ajax v Benfica | L | 1-0 |
| Portugal Cup | 2018/10/18 19:45 | Sertanense v Benfica | W | 0-3 |