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| U | Cobreloa | - | Colo-Colo | 2:2 (1:1) | ||
| R | Colo-Colo | - | Cobreloa | 1:0 (0:0) | ||
| U: 27.09.2023 23:00 | R: 05.10.2023 00:00 | Winnaars: Colo-Colo | ||||
| U | Universidad de Concepción | - | CD Magallanes | 1:3 (0:2) | ||
| R | CD Magallanes | - | Universidad de Concepción | 1:2 (1:1) | ||
| U: 28.09.2023 01:30 | R: 04.10.2023 20:30 | Winnaars: CD Magallanes | ||||
