[13] Estrela Amadora 2-5 Rio Ave [1] 2021-09-10 19:15
Stadium: Estadio Jose Gomes Round: 5
Referee: Artur Manuel Ribeiro Soares Dias Home Manager: Rui Jose Castanheira Santos Away Manager: Luis Freire
Home History
| Portugal Segunda Liga | 2021/08/21 10:00 | Estrela v SC Farense | W | 3-1 |
| Portugal Segunda Liga | 2021/08/13 17:00 | Trofense v Estrela | D | 0-0 |
| Portugal Segunda Liga | 2021/08/08 10:00 | Estrela v CD Mafra | L | 0-2 |
| Portugal League Cup | 2021/08/01 10:00 | Estrela v Penafiel | L | 0-1 |
| Portugal League Cup | 2021/07/24 14:30 | Estrela v Vizela | W | 2-1 |
| Portugal Campeonato Nacional | 2021/06/06 15:00 | Estrela v Trofense | L | 0-1 |
| Portugal Campeonato Nacional | 2021/05/30 14:00 | UD Leiria v Estrela | W | 0-2 |
| Portugal Campeonato Nacional | 2021/05/22 19:00 | Estrela v SCU Torreense | D | 0-0 |
Away History
| Portugal Segunda Liga | 2021/08/28 13:00 | Rio Ave v Leixoes | W | 2-1 |
| Portugal Segunda Liga | 2021/08/22 10:00 | Varzim v Rio Ave | W | 0-3 |
| Portugal Segunda Liga | 2021/08/15 10:00 | SC Farense v Rio Ave | D | 1-1 |
| Portugal Segunda Liga | 2021/08/08 13:00 | Rio Ave v Academica | W | 5-1 |
| Portugal League Cup | 2021/08/01 16:00 | Arouca v Rio Ave | W | 0-1 |
| Portugal League Cup | 2021/07/25 14:30 | Varzim v Rio Ave | W | 4-5 |
| Portugal Primeira Liga Play-Off | 2021/05/30 18:00 | Rio Ave v Arouca | L | 0-2 |
| Portugal Primeira Liga Play-Off | 2021/05/26 20:45 | Arouca v Rio Ave | L | 3-0 |