Real San Joaquín 0-2 Deportes Limache *
| 16.01.2021 | Deportes Limache | 1-0 | Real San Joaquín | |
| 09.01.2021 | Real San Joaquín | 0-1 | Deportes Limache | |
Provincial Ovalle 0-3 Municipal Santiago *
| 16.01.2021 | Municipal Santiago | 3-0 | Provincial Ovalle | |
| 09.01.2021 | Provincial Ovalle | 0-0 | Municipal Santiago | |
Lota Schwager 2-2 Provincial Ranco *
| 16.01.2021 | Provincial Ranco | 2-1/p.2-1 | Lota Schwager | |
| 10.01.2021 | Lota Schwager | 1-0 | Provincial Ranco | |
Deportes Rengo 2-5 Rodelindo Román *
| 16.01.2021 | Rodelindo Román | 3-1 | Deportes Rengo | |
| 09.01.2021 | Deportes Rengo | 1-2 | Rodelindo Román | |