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| 1st(1st leg) | Curicó Unido | - | Barnechea | 0:1 (0:0) | ||
| 2nd (2nd leg) | Barnechea | - | Curicó Unido | 3:0 (1:1, 1:2) pso | ||
| 1st(1st leg): 23/06/2018 01:00 | 2nd (2nd leg): 30/06/2018 01:00 | Winner: Barnechea | ||||
| 1st(1st leg) | Cobreloa | - | San Marcos | 6:0 (2:0) | ||
| 2nd (2nd leg) | San Marcos | - | Cobreloa | 0:1 (0:0) | ||
| 1st(1st leg): 23/06/2018 21:30 | 2nd (2nd leg): 01/07/2018 21:00 | Winner: Cobreloa | ||||
| 1st(1st leg) | Audax Italiano | - | Unión Española | 2:0 (1:0) | ||
| 2nd (2nd leg) | Unión Española | - | Audax Italiano | 0:1 (0:0) | ||
| 1st(1st leg): 24/06/2018 00:00 | 2nd (2nd leg): 30/06/2018 17:00 | Winner: Audax Italiano | ||||
| 1st(1st leg) | Copiapó | - | Huachipato | 1:2 (0:2) | ||
| 2nd (2nd leg) | Huachipato | - | Copiapó | 1:1 (1:1) | ||
| 1st(1st leg): 24/06/2018 01:00 | 2nd (2nd leg): 02/07/2018 17:30 | Winner: Huachipato | ||||
| 1st(1st leg) | Palestino | - | Unión La Calera | 1:1 (1:0) | ||
| 2nd (2nd leg) | Unión La Calera | - | Palestino | 0:2 (0:1) | ||
| 1st(1st leg): 24/06/2018 17:00 | 2nd (2nd leg): 01/07/2018 00:00 | Winner: Palestino | ||||
| 1st(1st leg) | Cobresal | - | Ñublense | 3:0 (3:0) | ||
| 2nd (2nd leg) | Ñublense | - | Cobresal | 0:1 (0:0) | ||
| 1st(1st leg): 24/06/2018 20:30 | 2nd (2nd leg): 01/07/2018 20:30 | Winner: Cobresal | ||||
| 1st(1st leg) | Deportes Valdivia | - | Puerto Montt | 4:0 (1:0) | ||
| 2nd (2nd leg) | Puerto Montt | - | Deportes Valdivia | 3:0 (2:0) | ||
| 1st(1st leg): 24/06/2018 21:30 | 2nd (2nd leg): 30/06/2018 23:00 | Winner: Deportes Valdivia | ||||
| 1st(1st leg) | Universidad de Chile | - | Colchagua | 2:1 (1:0) | ||
| 2nd (2nd leg) | Colchagua | - | Universidad de Chile | 0:4 (0:1) | ||
| 1st(1st leg): 25/06/2018 00:00 | 2nd (2nd leg): 30/06/2018 21:30 | Winner: Universidad de Chile | ||||
