| 2. Round | 09/04/2023 | Santiago City | - | Colo-Colo | 0:2 | ||||
| 3. Round | 05/07/2023 | Colo-Colo | - | Unión La Calera | 6:1 | ||||
| Round of 16 | 02/08/2023 | Colo-Colo | - | Palestino | 1:0 |  |
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| Quarter-finals | 16/08/2023 | Universidad Católica | - | Colo-Colo | 0:0 | ||||
| Quarter-finals | 20/08/2023 | Colo-Colo | - | Universidad Católica | 1:0 | ||||
| Semi-finals | 27/09/2023 | Cobreloa | - | Colo-Colo | 2:2 | ||||
| Semi-finals | 04/10/2023 | Colo-Colo | - | Cobreloa | 1:0 | ||||
| Final | 13/12/2023 | CD Magallanes | - | Colo-Colo | 1:3 |
Chile