The Liga Portugal held on the night of this Friday, July 5, in Oporto, the draw of the Professional Competitions for the season 2019-20.
The draw took place in the usual Kick-Off ceremony of the new season, promoted by Liga Portugal, which took place in the Palácio da Bolsa.
The draw dictated that Estoril play their first match away from home, at the Caixa Football Campus, where on August 11 where we will face Sport Lisboa e Benfica B.
The first home match at Estádio António Coimbra da Mota is scheduled for August 18, with Sporting Clube Farense.
| Match | Date | Game |
| Match 1 | 11/08/19 | SL Benfica B – Estoril Praia |
| Match 2 | 18/08/19 | Estoril Praia – SC Farense |
| Match 3 | 25/08/19 | Casa Pia AC – Estoril Praia |
| Match 4 | 01/09/19 | Estoril Praia – Varzim SC |
| Match 5 | 15/09/19 | Estoril Praia – FC Porto B |
| Match 6 | 22/09/19 | Vilafranquense – Estoril Praia |
| Match 7 | 27/10/19 | Estoril Praia – UD Oliveirense |
| Match 8 | 30/10/19 | GD Chaves – Estoril Praia |
| Match 9 | 03/11/19 | Estoril Praia – Ac. Viseu |
| Match 10 | 10/11/19 | CD C. Piedade – Estoril Praia |
| Match 11 | 01/12/19 | Estoril Praia – Leixões SC |
| Match 12 | 08/12/19 | CD Mafra – Estoril Praia |
| Match 13 | 15/12/19 | Estoril Praia – CD Nacional |
| Match 14 | 29/12/19 | FC Penafiel – Estoril Praia |
| Match 15 | 05/01/20 | Estoril Praia – CD Feirense |
| Match 16 | 11/01/20 | SC Covilhã – Estoril Praia |
| Match 17 | 18/01/20 | Estoril Praia – A. Académica |
| Match 18 | 26/01/20 | Estoril Praia – SL Benfica B |
| Match 19 | 02/02/20 | SC Farense – Estoril Praia |
| Match 20 | 09/02/20 | Estoril Praia – Casa Pia AC |
| Match 21 | 15/02/20 | Varzim SC – Estoril Praia |
| Match 22 | 23/02/20 | FC Porto B – Estoril Praia |
| Match 23 | 01/03/20 | Estoril Praia – Vilafranquense |
| Match 24 | 08/03/20 | UD Oliveirense – Estoril Praia |
| Match 25 | 15/03/20 | Estoril Praia – GD Chaves |
| Match 26 | 22/03/20 | Ac. Viseu – Estoril Praia |
| Match 27 | 05/04/20 | Estoril Praia – CD C. Piedade |
| Match 28 | 11/04/20 | Leixões SC – Estoril Praia |
| Match 29 | 19/04/20 | Estoril Praia – CD Mafra |
| Match 30 | 22/04/20 | CD Nacional – Estoril Praia |
| Match 31 | 26/04/20 | Estoril Praia – FC Penafiel |
| Match 32 | 03/05/20 | CD Feirense – Estoril Praia |
| Match 33 | 10/05/20 | Estoril Praia – SC Covilhã |
| Match 34 | 17/05/20 | A. Académica – Estoril Praia |
