1st(1st leg) La Serena - Santiago Wanderers 3:1 (1:1)
2nd (2nd leg) Santiago Wanderers - La Serena 2:1 (0:0)
1st(1st leg): 09/07/2016 01:00 2nd (2nd leg): 17/07/2016 20:00 Winner: La Serena
1st(1st leg) Ñublense - Colo-Colo 0:0 (0:0)
2nd (2nd leg) Colo-Colo - Ñublense 2:1 (1:0)
1st(1st leg): 09/07/2016 17:00 2nd (2nd leg): 17/07/2016 22:30 Winner: Colo-Colo
1st(1st leg) Copiapó - Cobresal 0:1 (0:1)
2nd (2nd leg) Cobresal - Copiapó 3:1
1st(1st leg): 09/07/2016 20:00 2nd (2nd leg): 16/07/2016 20:00 Winner: Cobresal
1st(1st leg) Unión La Calera - San Luis 2:2 (1:0)
2nd (2nd leg) San Luis - Unión La Calera 2:1
1st(1st leg): 09/07/2016 20:30 2nd (2nd leg): 16/07/2016 17:00 Winner: San Luis
1st(1st leg) Puerto Montt - Deportes Temuco 0:2 (0:1)
2nd (2nd leg) Deportes Temuco - Puerto Montt 3:1 (1:0)
1st(1st leg): 09/07/2016 23:00 2nd (2nd leg): 16/07/2016 20:00 Winner: Deportes Temuco
1st(1st leg) Rangers - O'Higgins 1:3 (0:1)
2nd (2nd leg) O'Higgins - Rangers 3:1
1st(1st leg): 09/07/2016 23:00 2nd (2nd leg): 16/07/2016 20:00 Winner: O'Higgins
1st(1st leg) Coquimbo Unido - Palestino 0:6 (0:2)
2nd (2nd leg) Palestino - Coquimbo Unido 1:0 (0:0)
1st(1st leg): 09/07/2016 23:00 2nd (2nd leg): 16/07/2016 20:30 Winner: Palestino
1st(1st leg) CD Magallanes - Unión Española 1:2 (0:0)
2nd (2nd leg) Unión Española - CD Magallanes 4:3 (0:0, 0:1) pso
1st(1st leg): 10/07/2016 17:00 2nd (2nd leg): 16/07/2016 22:30 Winner: Unión Española
1st(1st leg) Deportes Iquique - San Marcos 2:0 (1:0)
2nd (2nd leg) San Marcos - Deportes Iquique 2:2
1st(1st leg): 10/07/2016 17:00 2nd (2nd leg): 17/07/2016 20:00 Winner: Deportes Iquique
1st(1st leg) Deportes Iberia - Huachipato 1:5 (0:4)
2nd (2nd leg) Huachipato - Deportes Iberia 1:1 (0:1)
1st(1st leg): 10/07/2016 20:30 2nd (2nd leg): 16/07/2016 20:00 Winner: Huachipato
1st(1st leg) Cobreloa - Antofagasta 1:0 (0:0)
2nd (2nd leg) Antofagasta - Cobreloa 1:1
1st(1st leg): 10/07/2016 21:00 2nd (2nd leg): 17/07/2016 21:00 Winner: Cobreloa
1st(1st leg) Curicó Unido - Audax Italiano 1:1 (1:0)
2nd (2nd leg) Audax Italiano - Curicó Unido 1:0 (1:0)
1st(1st leg): 10/07/2016 22:30 2nd (2nd leg): 16/07/2016 00:30 Winner: Audax Italiano
1st(1st leg) Santiago Morning - Universidad Católica 2:0 (1:0)
2nd (2nd leg) Universidad Católica - Santiago Morning 3:0 (3:0)
1st(1st leg): 12/07/2016 00:30 2nd (2nd leg): 17/07/2016 17:00 Winner: Universidad Católica
1st(1st leg) Unión San Felipe - Everton 1:3
2nd (2nd leg) Everton - Unión San Felipe 3:0 (2:0)
1st(1st leg): 13/07/2016 21:00 2nd (2nd leg): 21/07/2016 00:30 Winner: Everton
1st(1st leg) Deportes Valdivia - Universidad de Concepción dnp
2nd (2nd leg) Universidad de Concepción - Deportes Valdivia dnp
1st(1st leg): 17/07/2016 2nd (2nd leg): 28/07/2016 Winner: Deportes Valdivia