| 1. Round | 14/02/2023 | Unión San Felipe | - | San Luis | 1:3 | ||||
| 2. Round | 21/02/2023 | Barnechea | - | Unión San Felipe | 2:0 | ||||
| 3. Round | 25/02/2023 | Unión San Felipe | - | Antofagasta | 1:0 | ||||
| 4. Round | 04/03/2023 | San Marcos | - | Unión San Felipe | 0:2 | ||||
| 5. Round | 14/03/2023 | Santiago Morning | - | Unión San Felipe | 2:1 | ||||
| 6. Round | 21/03/2023 | Santiago Wanderers | - | Unión San Felipe | 3:2 |  |
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| 14. Round | 29/05/2023 | Unión San Felipe | - | Universidad de Concepción | 4:1 | |
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| 15. Round | 03/06/2023 | Puerto Montt | - | Unión San Felipe | 1:1 | ||||
| 16. Round | 19/06/2023 | San Luis | - | Unión San Felipe | 1:2 | ||||
| 21. Round | 05/08/2023 | Unión San Felipe | - | Santiago Wanderers | 0:1 | ||||
| 22. Round | 13/08/2023 | Unión San Felipe | - | Deportes Iquique | 1:1 |  |
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| 24. Round | 26/08/2023 | Unión San Felipe | - | Rangers | 4:1 | |
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| 25. Round | 05/09/2023 | La Serena | - | Unión San Felipe | 2:0 |
Chile