| 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 |  |
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| 4. Round | 29/07/2023 | Sportivo Trinidense | - | Club Olimpia | 1:1 | ||||
| 6. Round | 13/08/2023 | Cerro Porteño | - | Club Olimpia | 1:1 | |
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| 11. Round | 17/09/2023 | Club Olimpia | - | General Caballero DJLM | 3:1 | |
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| 9. Round | 21/09/2023 | Club Olimpia | - | Sportivo Ameliano | 4:0 | ||||
| 12. Round | 23/09/2023 | Tacuary | - | Club Olimpia | 0:0 | ||||
| 10. Round | 28/09/2023 | Libertad | - | Club Olimpia | 4:0 | ||||
| 15. Round | 21/10/2023 | Club Olimpia | - | Sportivo Trinidense | 2:2 | |
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| 16. Round | 25/10/2023 | Guaraní | - | Club Olimpia | 0:1 | ||||
| 17. Round | 29/10/2023 | Club Olimpia | - | Cerro Porteño | 0:0 | |
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| 18. Round | 03/11/2023 | Guaireña FC | - | Club Olimpia | 0:1 | ||||
| 19. Round | 07/11/2023 | Club Olimpia | - | Sportivo Luqueño | 2:1 | ||||
| 20. Round | 11/11/2023 | Sportivo Ameliano | - | Club Olimpia | 1:0 |
Uruguay