| 9. Round | 29/05/2021 | La Serena | - | Deportes Melipilla | 5:1 | ||||
| 11. Round | 21/07/2021 | Universidad de Chile | - | Deportes Melipilla | 2:0 | ||||
| 19. Round | 29/08/2021 | Ñublense | - | Deportes Melipilla | 3:0 |  |
|||
| 20. Round | 07/09/2021 | Deportes Melipilla | - | Unión Española | 0:3 | ||||
| 26. Round | 17/10/2021 | Deportes Melipilla | - | La Serena | 1:1 | ||||
| 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 | ||||
| 30. Round | 03/11/2021 | Deportes Melipilla | - | Cobresal | 2:1 | ||||
| 31. Round | 10/11/2021 | Colo-Colo | - | Deportes Melipilla | 1:0 | |
|||
| 33. Round | 27/11/2021 | Deportes Melipilla | - | Everton | 1:0 | |
|||
| 34. Round | 05/12/2021 | Huachipato | - | Deportes Melipilla | 3:1 |
Chile