Format
| Round | Teams entering in this round | Teams advancing from previous round |
|---|---|---|
| First round (12 teams) |
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| Second round (24 teams) |
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| Third round (16 teams) |
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| Semi-finals (4 teams) |
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| Final (2 teams) |
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Schedule
| Round | Draw date | Match date(s) | Teams | Fixtures | |
|---|---|---|---|---|---|
| First round | 5 July 2019 | 27–28 July 2019 | 34 → 28 | 6 | |
| Second round | 3 & 5 August 2019 | 28 → 16 | 12 | ||
| Third round | Matchday 1 | TBD | TBD | 16 → 4 | 24 |
| Matchday 2 | TBD | ||||
| Matchday 3 | TBD | ||||
| Final four | Semi-finals | TBD | 4 → 2 | 2 | |
| Final | TBD | 2 → 1 | 1 | ||
First round
| 27-07-2019 | Academica | 1-1 Reko / Andre Vieira (4-3 pen.) | Farense |
| 28-07-2019 | Casa Pia | 0-0 (4-1 pen.) | Vilafranquense |
| 28-07-2019 | Leixoes | 0-0 (5-4 pen.) | Cova da Piedade |
| 28-07-2019 | Oliveirense | 2-1 Oliveira, Maros Jr. / Medeiros | Mafra |
| 28-07-2019 | Penafiel | 1-0 Pires | Academico de Viseu |
| 28-07-2019 | Sporting Da Covilha | 0-0 (3-1 pen.) | Varzim |
Second round
| 03-08-2019 | Casa Pia | 2-0 Martim, W. Kenidy | Boavista |
| 03-08-2019 | Leixoes | 1-2 Harramiz / Correa, Jhon Cley | Maritimo |
| 03-08-2019 | Penafiel | 1-0 Pires | Tondela |
| 03-08-2019 | Nacional | 2-2 Rochez (2) / Platiny, Andre Luis (3-4 pen.) | Chaves |
| 03-08-2019 | Vitoria de Setubal | 1-0 Artur Jorge | Moreirense |
| 03-08-2019 | Belenenses SAD | 0-1 Osama Rashid | Santa Clara |
| 03-08-2019 | Famalicao | 0-2 Jean, Silva | Sporting da Covilha |
| 03-08-2019 | Gil Vicente | 3-2 Sandro Lima, R Lourency, Kraev / Wellinton, Peu | Aves |
| 03-08-2019 | Paços de Ferreira | 1-1 A Micael / Roberto (5-4 pen.) | Estoril |
| 03-08-2019 | Portimonense | 2-0 Paulinho, Aylton | Academica |
| 03-08-2019 | Rio Ave | 6-1 Nuno Santos (2), F Agusto, D Lopes, Mehdi, Tarantini / Bouldini | Oliveirense |
| 05-08-2019 | Feirense | 0-1 Bondarenko | Vitoria de Guimaraes |
Third round
Group A
| Team | Pld. | W | D | L | Goals | Pts. | Qualification |
| S.C. Braga | 3 | 3 | 0 | 0 | 9-3 | 9 | Advance to knockout phase |
| Paços de Ferreira | 1 | 1 | 1 | 1 | 4-6 | 4 | |
| Maritimo | 3 | 0 | 2 | 1 | 2-3 | 2 | |
| Penafiel | 3 | 0 | 1 | 2 | 2-5 | 1 |
| 13-10-2019 | S.C. Braga | 2-1 Andre Horta, Paulinho / Franck-Yves Bambock | Maritimo |
| 07-10-2019 | Penafiel | 1-2 Yuri Nascimento de Araujo / Fiel Sampaio Welthon, Murilo | Paços de Ferreira |
| 05-10-2019 | Penafiel | 1-3 Alan Eduardo Schons / Pablo, Ricardo Horta, Rui Fonte | S.C. Braga |
| 05-10-2019 | Paços de Ferreira | 1-1 Murilo / Jorge Correa | Maritimo |
| 21-12-2019 | Paços de Ferreira | 1-4 Douglas Tangue / Fransergio, Joao Palhinha, Ricardo Horta, Wilson Eduardo | S.C. Braga |
| 21-12-2019 | Maritimo | 0-0 | Penafiel |
Group B
| Team | Pld. | W | D | L | Goals | Pts. | Qualification |
| Vitoria de Guimaraes | 3 | 2 | 1 | 0 | 5-0 | 7 | Advance to knockout phase |
| SL Benfica | 3 | 0 | 3 | 0 | 3-3 | 3 | |
| Vitoria de Setubal | 3 | 0 | 2 | 1 | 3-5 | 2 | |
| Sporting da Covilha | 3 | 0 | 2 | 1 | 2-5 | 2 |
| 25-09-2019 | SL Benfica | 0-0 | Vitoria de Guimaraes |
| 05-10-2019 | Sporting da Covilha | 1-1 Silva / Tiago Moreira (og) | Vitoria de Setubal |
| 05-10-2019 | Sporting da Covilha | 1-1 Joao Bonani / Jota | SL Benfica |
| 05-10-2019 | Vitoria de Setubal | 0-2 Leo Bonatini (2) | Vitoria de Guimaraes |
| 21-12-2019 | Vitoria de Guimaraes | 3-0 Davidson (2), Leo Bonatini | Sporting da Covilha |
| 21-12-2019 | Vitoria de Setubal | 2-2 Helder Guedes (2) / Raul De Tomas, Jota | SL Benfica |
Group C
| Team | Pld. | W | D | L | Goals | Pts. | Qualification |
| Sporting CP | 3 | 2 | 0 | 1 | 7-4 | 6 | Advance to knockout phase |
| Rio Ave | 3 | 1 | 1 | 1 | 3-3 | 4 | |
| Portimonense | 3 | 1 | 1 | 1 | 5-6 | 4 | |
| Gil Vicente | 3 | 1 | 0 | 2 | 2-4 | 3 |
| 13-10-2019 | Gil Vicente | 1-2 Juan Ruiz / Emmanuel Hackman, Willyan | Portimonense |
| 13-10-2019 | Sporting CP | 1-2 Bruno Fernandes / Lucas Piazon, Ronan | Rio Ave |
| 05-11-2019 | Gil Vicente | 0-2 Bruno Fernandes, Luciano Vietto | Sporting CP |
| 05-11-2019 | Portimonense | 1-1 Mehdi Taremi (og) / Bruno Moreira | Rio Ave |
| 21-12-2019 | Portimonense | 2-4 Jackson Martinez, Jeremy Mathieu (og) / Luciano Vietto, Rafael Camacho, Gonzalo Plata, Luiz Phellype | Sporting CP |
| 21-12-2019 | Rio Ave | 0-1 Sandro Lima | Gil Vicente |
Group D
| Team | Pld. | W | D | L | Goals | Pts. | Qualification |
| FC Porto | 3 | 3 | 0 | 0 | 8-2 | 9 | Advance to knockout phase |
| G.D. Chaves | 3 | 2 | 0 | 1 | 4-4 | 6 | |
| Casa Pia | 3 | 1 | 0 | 2 | 2-5 | 3 | |
| Santa Clara | 3 | 0 | 0 | 3 | 1-4 | 0 |
| 25-09-2019 | FC Porto | 1-0 Diogo Leite | Santa Clara |
| 16-11-2019 | Casa Pia | 0-1 Joao Paredes | G.D. Chaves |
| 05-10-2019 | Casa Pia | 0-3 Renzo Saravia, Luis Diaz, Tiquinho Soares | FC Porto |
| 05-10-2019 | Chaves | 1-0 Wagner | Santa Clara |
| 21-12-2019 | Chaves | 2-4 Platiny, Andre Luis / Francisco Soares (2), Moussa Marega, Luis Diaz | FC Porto |
| 21-12-2019 | Santa Clara | 1-2 Joao Afonso / Wilson Kenidy, Mateus Fonseca | Casa Pia |
Semi Finals
| Date | Host Team | Score | Away Team |
| 21-01-2020 | S.C. Braga | 2-1 Ricardo Horta, Paulinho / Jeremy Mathieu | Sporting CP |
| 22-01-2020 | Guimaraes | 1-2 Edmond Tapsoba / Alex Telles, Soares Tiquinho | FC Porto |
Final
| 25-01-2020 | Estádio Municipal de Braga, Braga | S.C. Braga | 1-0 Ricardo Horta | FC Porto |
| 2018-19 | 2020-21 |