| 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 | ||||
| 5. Round | 27/04/2021 | Audax Italiano | - | Deportes Melipilla | 1:0 | ||||
| 7. Round | 08/05/2021 | Santiago Wanderers | - | Deportes Melipilla | 0:3 |  |
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| 12. Round | 24/07/2021 | Deportes Melipilla | - | Unión La Calera | 3:3 | ||||
| 17. Round | 22/08/2021 | Deportes Melipilla | - | Huachipato | 1:2 | ||||
| 20. Round | 07/09/2021 | Deportes Melipilla | - | Unión Española | 0:3 | ||||
| 21. Round | 15/09/2021 | Palestino | - | Deportes Melipilla | 3:1 |
Venezuela
Chile