| 1. Round | 25/02/2020 | Santiago Morning | - | Cobreloa | 0:1 | ||||
| 2. Round | 01/03/2020 | Cobreloa | - | San Marcos | 3:1 |  |
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| 5. Round | 29/08/2020 | Deportes Copiapó | - | Cobreloa | 1:2 | ||||
| 6. Round | 06/09/2020 | Cobreloa | - | Santa Cruz | 0:1 | ||||
| 8. Round | 13/09/2020 | Rangers | - | Cobreloa | 3:1 | ||||
| 12. Round | 30/09/2020 | Cobreloa | - | Deportes Temuco | 1:0 | ||||
| 13. Round | 05/10/2020 | Ñublense | - | Cobreloa | 3:2 | ||||
| 15. Round | 12/10/2020 | Cobreloa | - | San Luis | 0:0 | |
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| 16. Round | 28/10/2020 | Cobreloa | - | Santiago Morning | 2:3 | ||||
| 17. Round | 03/11/2020 | San Marcos | - | Cobreloa | 3:1 | ||||
| 20. Round | 16/11/2020 | Cobreloa | - | Rangers | 3:0 | ||||
| 21. Round | 21/11/2020 | Cobreloa | - | Barnechea | 2:0 |
Chile