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| 23.03.2019 | 21:30 | Trasandino de Los Andes | - | San Luis | 4:1 (0:0, 0:0) tab | |
| 21:30 | San Antonio Unido | - | La Serena | 1:2 (1:2) | ||
| 21:30 | Deportes Colina | - | Santiago Morning | 1:3 (0:1) | ||
| 21:30 | Rengo | - | Barnechea | 2:3 (0:1) | ||
| 22:00 | Vallenar | - | Deportes Copiapó | 2:1 (0:0) | ||
| 22:00 | Deportes Iberia | - | Ñublense | 1:2 (0:1) | ||
| 24.03.2019 | 00:00 | Fernández Vial | - | Deportes Temuco | 2:3 (1:1, 2:2) tab | |
| 16:00 | Provincial Osorno (old) | - | Puerto Montt | 1:3 (0:2) | ||
| 21:30 | San Marcos | - | Cobreloa | 3:1 (1:0) | ||
| 21:30 | Recoleta | - | Unión San Felipe | 6:7 (0:0, 0:0) tab | ||
| 21:30 | CSD Lautaro | - | Deportes Melipilla | 0:3 (0:1) | ||
| 21:30 | General Velásquez | - | CD Magallanes | 1:4 (0:1) | ||
| 21:30 | Colchagua | - | Santa Cruz | 4:5 (0:0, 1:1) tab | ||
| 21:30 | Independiente | - | Rangers | 3:5 (2:1, 2:2) tab | ||
| 21:30 | Deportes Concepción | - | Santiago Wanderers | 1:4 (0:2) | ||
| 21:30 | Pilmahue | - | Deportes Valdivia | 0:2 (0:0) |
