| 2. Round | 22/06/2021 | Barnechea | - | Palestino | 0:2 |  |
|||
| 2. Round | 27/06/2021 | Palestino | - | Barnechea | 5:2 | |
|||
| Round of 16 | 30/06/2021 | Palestino | - | Deportes Concepción | 4:0 | |
|||
| Round of 16 | 03/07/2021 | Deportes Concepción | - | Palestino | 0:4 | ||||
| Quarter-finals | 08/07/2021 | Palestino | - | Colo-Colo | 2:3 |  |
|||
| Quarter-finals | 12/07/2021 | Colo-Colo | - | Palestino | 1:1 | |
Chile