| 2. Round | 27/06/2021 | Unión Española | - | Puerto Montt | 2:3 | ||||
| Round of 16 | 09/07/2021 | CD Magallanes | - | Unión Española | 0:1 | ||||
| Round of 16 | 12/07/2021 | Unión Española | - | CD Magallanes | 1:0 |  |
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| Quarter-finals | 05/08/2021 | Unión Española | - | Huachipato | 1:1 | ||||
| Quarter-finals | 12/08/2021 | Huachipato | - | Unión Española | 0:1 | ||||
| Semi-finals | 18/08/2021 | Colo-Colo | - | Unión Española | 4:0 | ||||
| Semi-finals | 02/09/2021 | Unión Española | - | Colo-Colo | 2:3 | |
Uruguay