| 2. Round | 03/08/2019 | Portimonense SC | - | Académica de Coimbra | 2:0 | ||||
| Group C | 25/09/2019 | Gil Vicente | - | Portimonense SC | 1:2 | ||||
| Group C | 05/10/2019 | Portimonense SC | - | Rio Ave FC | 1:1 | ||||
| Group C | 21/12/2019 | Portimonense SC | - | Sporting CP | 2:4 |
| 2. Round | 03/08/2019 | Portimonense SC | - | Académica de Coimbra | 2:0 | ||||
| Group C | 25/09/2019 | Gil Vicente | - | Portimonense SC | 1:2 | ||||
| Group C | 05/10/2019 | Portimonense SC | - | Rio Ave FC | 1:1 | ||||
| Group C | 21/12/2019 | Portimonense SC | - | Sporting CP | 2:4 |
| Iury Lirio Freitas de Castilho | |
| Born: | 06.09.1995 |
| Place of birth: |
Rio de Janeiro, 
Brazil |
| Nationality: |
Brazil
|
| Height: | 185 cm |
| Weight: | 74 kg |
| Position(s): | Centre Forward |
| Foot: | right |