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| 1st(1st leg) | CD Magallanes | - | Cobreloa | 0:0 (0:0) | ||
| 2nd (2nd leg) | Cobreloa | - | CD Magallanes | 2:4 (0:0, 1:1) pso | ||
| 1st(1st leg): 23/09/2022 16:30 | 2nd (2nd leg): 29/09/2022 21:30 | Winner: CD Magallanes | ||||
| 1st(1st leg) | Antofagasta | - | Unión Española | 1:2 (1:2) | ||
| 2nd (2nd leg) | Unión Española | - | Antofagasta | 4:1 (1:1) | ||
| 1st(1st leg): 24/09/2022 00:00 | 2nd (2nd leg): 27/09/2022 22:00 | Winner: Unión Española | ||||
| 1st(1st leg) | Huachipato | - | Ñublense | 1:0 (0:0) | ||
| 2nd (2nd leg) | Ñublense | - | Huachipato | 5:6 (1:1, 2:1, 2:1) pso | ||
| 1st(1st leg): 25/09/2022 00:00 | 2nd (2nd leg): 28/09/2022 00:30 | Winner: Huachipato | ||||
| 1st(1st leg) | Universidad de Chile | - | Universidad Católica | 1:0 (1:0) | ||
| 2nd (2nd leg) | Universidad Católica | - | Universidad de Chile | 2:2 (2:2) | ||
| 1st(1st leg): 25/09/2022 21:30 | 2nd (2nd leg): 13/10/2022 23:00 | Winner: Universidad de Chile | ||||
