| 1. Ronde | 10.08.2019 | União Leiria [A-jun] | - | Académica de Coimbra [A-jun] | 0:3 | ||||
| 2. Ronde | 17.08.2019 | UD Vilafranquense [A-jun] | - | União Leiria [A-jun] | 2:0 | ||||
| 3. Ronde | 24.08.2019 | União Leiria [A-jun] | - | Amora FC [A-jun] | 1:2 | ||||
| 5. Ronde | 14.09.2019 | União Leiria [A-jun] | - | SG Sacavenense [A-jun] | 1:5 |  |
Portugal