| 1. Round | 08/07/2023 | Club Olimpia | - | Tacuary | 1:2 | ||||
| 2. Round | 15/07/2023 | Resistencia SC | - | Club Olimpia | 3:2 |  |
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| 3. Round | 23/07/2023 | Club Olimpia | - | Club Nacional | 1:2 | ||||
| 4. Round | 29/07/2023 | Sportivo Trinidense | - | Club Olimpia | 1:1 | ||||
| 5. Round | 06/08/2023 | Club Olimpia | - | Guaraní | 5:3 | |
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| 6. Round | 13/08/2023 | Cerro Porteño | - | Club Olimpia | 1:1 | ||||
| 7. Round | 19/08/2023 | Club Olimpia | - | Guaireña FC | 1:1 | ||||
| 8. Round | 27/08/2023 | Sportivo Luqueño | - | Club Olimpia | 0:1 | ||||
| 13. Round | 03/10/2023 | Club Olimpia | - | Resistencia SC | 0:0 | ||||
| 17. Round | 29/10/2023 | Club Olimpia | - | Cerro Porteño | 0:0 | ||||
| 20. Round | 11/11/2023 | Sportivo Ameliano | - | Club Olimpia | 1:0 | ||||
| 21. Round | 25/11/2023 | Club Olimpia | - | Libertad | 1:3 | ||||
| 22. Round | 01/12/2023 | General Caballero DJLM | - | Club Olimpia | 0:1 |
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