| 13. Round | 28/07/2021 | Cobresal | - | Deportes Melipilla | 1:1 | ||||
| 16. Round | 15/08/2021 | Everton | - | Deportes Melipilla | 1:2 | ||||
| 17. Round | 22/08/2021 | Deportes Melipilla | - | Huachipato | 1:2 | ||||
| 24. Round | 04/10/2021 | Deportes Melipilla | - | Santiago Wanderers | 1:1 | ||||
| 26. Round | 17/10/2021 | Deportes Melipilla | - | La Serena | 1:1 |  |
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| 27. Round | 20/10/2021 | O'Higgins | - | Deportes Melipilla | 1:2 | ||||
| 28. Round | 24/10/2021 | Deportes Melipilla | - | Universidad de Chile | 3:0 | ||||
| 29. Round | 31/10/2021 | Unión La Calera | - | Deportes Melipilla | 2:3 | |
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| 30. Round | 03/11/2021 | Deportes Melipilla | - | Cobresal | 2:1 | ||||
| 31. Round | 10/11/2021 | Colo-Colo | - | Deportes Melipilla | 1:0 | |
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| 33. Round | 27/11/2021 | Deportes Melipilla | - | Everton | 1:0 | |
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| 34. Round | 05/12/2021 | Huachipato | - | Deportes Melipilla | 3:1 |
Chile