| 1. Round | 23/02/2020 | Deportes Valdivia | - | Santa Cruz | 1:0 |  |
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| 2. Round | 01/03/2020 | Santa Cruz | - | Rangers | 0:2 | ||||
| 4. Round | 17/03/2020 | Unión San Felipe | - | Santa Cruz | 1:1 | ||||
| 12. Round | 01/10/2020 | Barnechea | - | Santa Cruz | 2:3 | ||||
| 14. Round | 08/10/2020 | San Marcos | - | Santa Cruz | 2:1 | ||||
| 16. Round | 28/10/2020 | Puerto Montt | - | Santa Cruz | 4:1 | |
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| 17. Round | 04/11/2020 | Santa Cruz | - | Unión San Felipe | 2:1 | ||||
| 19. Round | 12/11/2020 | Santa Cruz | - | Barnechea | 0:1 | ||||
| 21. Round | 20/11/2020 | Santiago Morning | - | Santa Cruz | 2:1 |  |
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| 22. Round | 24/11/2020 | Santa Cruz | - | San Marcos | 0:2 | ||||
| 18. Round | 30/11/2020 | Deportes Copiapó | - | Santa Cruz | 2:0 | ||||
| 28. Round | 30/12/2020 | Santa Cruz | - | San Luis | 1:3 |
Chile