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| 19.09.2023 | 23:00 | Club Nacional | - | Sportivo Luqueño | 4:3 (0:0) | |
| 20.09.2023 | 01:30 | Tacuary | - | Sportivo Trinidense | 1:2 (0:1) | |
| 23:00 | San Lorenzo | - | Libertad | 1:2 (0:1) | ||
| 21.09.2023 | 23:00 | Deportivo Recoleta | - | Atyrá FC | 5:4 (1:0) | |
| 22.09.2023 | 01:30 | Martín Ledesma | - | Club Rubio Ñu | 1:0 (0:0) | |
| 27.09.2023 | 01:30 | 2 de Mayo | - | Deportivo Santaní | 0:1 (0:1) | |
| 23:00 | Cerro Porteño | - | Sportivo Ameliano | 1:3 (1:1) | ||
| 29.09.2023 | 01:30 | Guaraní | - | Guaireña FC | 2:0 (0:0) |
