| 1. Round | 27/03/2021 | Curicó Unido | - | Deportes Melipilla | 2:0 | ||||
| 5. Round | 27/04/2021 | Audax Italiano | - | Deportes Melipilla | 1:0 | ||||
| 6. Round | 02/05/2021 | Deportes Melipilla | - | Universidad Católica | 2:0 | ||||
| 7. Round | 08/05/2021 | Santiago Wanderers | - | Deportes Melipilla | 0:3 | ||||
| 8. Round | 23/05/2021 | Deportes Melipilla | - | Antofagasta | 1:1 | ||||
| 9. Round | 29/05/2021 | La Serena | - | Deportes Melipilla | 5:1 | ||||
| 10. Round | 07/06/2021 | Deportes Melipilla | - | O'Higgins | 3:1 | ||||
| 11. Round | 21/07/2021 | Universidad de Chile | - | Deportes Melipilla | 2:0 | ||||
| 16. Round | 15/08/2021 | Everton | - | Deportes Melipilla | 1:2 | ||||
| 18. Round | 25/08/2021 | Deportes Melipilla | - | Curicó Unido | 1:1 | ||||
| 19. Round | 29/08/2021 | Ñublense | - | Deportes Melipilla | 3:0 | ||||
| 21. Round | 15/09/2021 | Palestino | - | Deportes Melipilla | 3:1 |
Chile
Peru