| 1. Round | 27/03/2021 | Curicó Unido | - | Deportes Melipilla | 2:0 | ||||
| 2. Round | 03/04/2021 | Deportes Melipilla | - | Ñublense | 1:1 | ||||
| 3. Round | 10/04/2021 | Unión Española | - | Deportes Melipilla | 0:2 | ||||
| 4. Round | 16/04/2021 | Deportes Melipilla | - | Palestino | 0:1 | ||||
| 9. Round | 29/05/2021 | La Serena | - | Deportes Melipilla | 5:1 | ||||
| 18. Round | 25/08/2021 | Deportes Melipilla | - | Curicó Unido | 1:1 | ||||
| 20. Round | 07/09/2021 | Deportes Melipilla | - | Unión Española | 0:3 | ||||
| 22. Round | 25/09/2021 | Deportes Melipilla | - | Audax Italiano | 1:1 | ||||
| 23. Round | 30/09/2021 | Universidad Católica | - | Deportes Melipilla | 4:0 | ||||
| 27. Round | 20/10/2021 | O'Higgins | - | Deportes Melipilla | 1:2 |  |
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| 28. Round | 24/10/2021 | Deportes Melipilla | - | Universidad de Chile | 3:0 | ||||
| 30. Round | 03/11/2021 | Deportes Melipilla | - | Cobresal | 2:1 | ||||
| 31. Round | 10/11/2021 | Colo-Colo | - | Deportes Melipilla | 1:0 |
Chile