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| 1st(1st leg) | Audax Italiano | - | San Antonio Unido | 1:2 (0:1) | ||
| 2nd (2nd leg) | San Antonio Unido | - | Audax Italiano | 1:3 (0:1) | ||
| 1st(1st leg): 16/06/2022 20:00 | 2nd (2nd leg): 25/06/2022 00:00 | Winner: Audax Italiano | ||||
| 1st(1st leg) | Curicó Unido | - | Santiago Wanderers | 1:1 (0:0) | ||
| 2nd (2nd leg) | Santiago Wanderers | - | Curicó Unido | 0:2 (1:1, 1:1) pso | ||
| 1st(1st leg): 18/06/2022 00:00 | 2nd (2nd leg): 26/06/2022 20:00 | Winner: Curicó Unido | ||||
| 1st(1st leg) | CD Magallanes | - | Everton | 1:1 (0:1) | ||
| 2nd (2nd leg) | Everton | - | CD Magallanes | 1:2 (0:0) | ||
| 1st(1st leg): 18/06/2022 17:30 | 2nd (2nd leg): 25/06/2022 20:00 | Winner: CD Magallanes | ||||
| 1st(1st leg) | Santiago Morning | - | Unión La Calera | 1:2 (0:1) | ||
| 2nd (2nd leg) | Unión La Calera | - | Santiago Morning | 3:4 (0:0, 0:1) pso | ||
| 1st(1st leg): 18/06/2022 20:00 | 2nd (2nd leg): 26/06/2022 22:00 | Winner: Santiago Morning | ||||
| 1st(1st leg) | Cobresal | - | Barnechea | 2:1 (1:1) | ||
| 2nd (2nd leg) | Barnechea | - | Cobresal | 1:1 (1:0) | ||
| 1st(1st leg): 18/06/2022 20:00 | 2nd (2nd leg): 25/06/2022 20:00 | Winner: Cobresal | ||||
| 1st(1st leg) | Unión San Felipe | - | Universidad Católica | 1:3 (1:2) | ||
| 2nd (2nd leg) | Universidad Católica | - | Unión San Felipe | 3:0 (1:0) | ||
| 1st(1st leg): 18/06/2022 20:30 | 2nd (2nd leg): 25/06/2022 22:30 | Winner: Universidad Católica | ||||
| 1st(1st leg) | Ñublense | - | Independiente | 1:2 (0:1) | ||
| 2nd (2nd leg) | Independiente | - | Ñublense | 2:4 (0:0, 0:1) pso | ||
| 1st(1st leg): 18/06/2022 22:00 | 2nd (2nd leg): 25/06/2022 20:00 | Winner: Ñublense | ||||
| 1st(1st leg) | Universidad de Concepción | - | La Serena | 4:3 (3:1) | ||
| 2nd (2nd leg) | La Serena | - | Universidad de Concepción | 1:2 (0:1) | ||
| 1st(1st leg): 18/06/2022 22:30 | 2nd (2nd leg): 25/06/2022 17:30 | Winner: Universidad de Concepción | ||||
| 1st(1st leg) | Colo-Colo | - | Deportes Temuco | 0:0 (0:0) | ||
| 2nd (2nd leg) | Deportes Temuco | - | Colo-Colo | 1:5 (0:3) | ||
| 1st(1st leg): 18/06/2022 23:00 | 2nd (2nd leg): 23/06/2022 23:00 | Winner: Colo-Colo | ||||
| 1st(1st leg) | Puerto Montt | - | Huachipato | 2:2 (2:1) | ||
| 2nd (2nd leg) | Huachipato | - | Puerto Montt | 3:0 (2:0) | ||
| 1st(1st leg): 18/06/2022 23:00 | 2nd (2nd leg): 26/06/2022 22:30 | Winner: Huachipato | ||||
| 1st(1st leg) | Limache | - | Antofagasta | 1:2 (1:0) | ||
| 2nd (2nd leg) | Antofagasta | - | Limache | 2:1 (1:0) | ||
| 1st(1st leg): 19/06/2022 17:00 | 2nd (2nd leg): 26/06/2022 17:30 | Winner: Antofagasta | ||||
| 1st(1st leg) | Melipilla | - | Coquimbo Unido | 0:0 (0:0) | ||
| 2nd (2nd leg) | Coquimbo Unido | - | Melipilla | 2:1 (1:1) | ||
| 1st(1st leg): 19/06/2022 17:30 | 2nd (2nd leg): 26/06/2022 22:30 | Winner: Coquimbo Unido | ||||
| 1st(1st leg) | Cobreloa | - | Palestino | 0:1 (0:1) | ||
| 2nd (2nd leg) | Palestino | - | Cobreloa | 6:7 (0:1, 0:1) pso | ||
| 1st(1st leg): 19/06/2022 17:30 | 2nd (2nd leg): 26/06/2022 20:00 | Winner: Cobreloa | ||||
| 1st(1st leg) | General Velásquez | - | Universidad de Chile | 1:2 (0:1) | ||
| 2nd (2nd leg) | Universidad de Chile | - | General Velásquez | 2:2 (1:0) | ||
| 1st(1st leg): 19/06/2022 20:30 | 2nd (2nd leg): 27/06/2022 21:00 | Winner: Universidad de Chile | ||||
| 1st(1st leg) | Unión Española | - | Provincial Ovalle | 5:0 (3:0) | ||
| 2nd (2nd leg) | Provincial Ovalle | - | Unión Española | 0:1 (0:0) | ||
| 1st(1st leg): 19/06/2022 23:00 | 2nd (2nd leg): 25/06/2022 20:00 | Winner: Unión Española | ||||
| 1st(1st leg) | Fernández Vial | - | O'Higgins | 1:0 (0:0) | ||
| 2nd (2nd leg) | O'Higgins | - | Fernández Vial | 2:0 (0:0) | ||
| 1st(1st leg): 19/06/2022 23:00 | 2nd (2nd leg): 26/06/2022 01:00 | Winner: O'Higgins | ||||
