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| H | FC Zimbru | - | CS Petrocub | 1:2 | ||
| R | CS Petrocub | - | FC Zimbru | 3:1 | ||
| H: 24.09.2019 15:00 | R: 30.10.2019 16:30 | Sieger: CS Petrocub | ||||
| H | FC Milsami | - | FC Sfîntul Gheorghe | 0:1 | ||
| R | FC Sfîntul Gheorghe | - | FC Milsami | 0:0 | ||
| H: 24.09.2019 18:00 | R: 30.10.2019 12:30 | Sieger: FC Sfîntul Gheorghe | ||||
| H | FC Codru Lozova | - | Speranţa Nisporeni | 2:2 | ||
| R | Speranţa Nisporeni | - | FC Codru Lozova | 5:0 | ||
| H: 25.09.2019 15:00 | R: 29.10.2019 12:00 | Sieger: Speranţa Nisporeni | ||||
| H | FC Sheriff | - | Dinamo-Auto | 1:0 | ||
| R | Dinamo-Auto | - | FC Sheriff | 0:5 | ||
| H: 25.09.2019 18:00 | R: 29.10.2019 12:00 | Sieger: FC Sheriff | ||||
