| 2. Round | 09/06/2019 | Puerto Montt | - | Colo-Colo | 2:0 | ||||
| 2. Round | 14/06/2019 | Colo-Colo | - | Puerto Montt | 5:3 pso |  |
|||
| Round of 16 | 21/07/2019 | Barnechea | - | Colo-Colo | 0:3 | |
|||
| Quarter-finals | 07/09/2019 | Colo-Colo | - | Everton | 2:1 | ||||
| Quarter-finals | 12/10/2019 | Everton | - | Colo-Colo | 1:2 | |
|||
| Semi-finals | 18/01/2020 | Colo-Colo | - | Universidad Católica | 4:2 pso | ||||
| Final | 22/01/2020 | Universidad de Chile | - | Colo-Colo | 1:2 | |
Chile