| 1. Jornada | 09.07.2023 | Club Olimpia | - | Tacuary | 1:2 | ||||
| 2. Jornada | 15.07.2023 | Resistencia SC | - | Club Olimpia | 3:2 |  |
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| 3. Jornada | 24.07.2023 | Club Olimpia | - | Club Nacional | 1:2 |  |
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| 4. Jornada | 29.07.2023 | Sportivo Trinidense | - | Club Olimpia | 1:1 | ||||
| 6. Jornada | 13.08.2023 | Cerro Porteño | - | Club Olimpia | 1:1 | |
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| 11. Jornada | 17.09.2023 | Club Olimpia | - | General Caballero DJLM | 3:1 | |
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| 9. Jornada | 21.09.2023 | Club Olimpia | - | Sportivo Ameliano | 4:0 | ||||
| 12. Jornada | 23.09.2023 | Tacuary | - | Club Olimpia | 0:0 | ||||
| 10. Jornada | 28.09.2023 | Libertad | - | Club Olimpia | 4:0 | ||||
| 15. Jornada | 21.10.2023 | Club Olimpia | - | Sportivo Trinidense | 2:2 | |
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| 16. Jornada | 25.10.2023 | Guaraní | - | Club Olimpia | 0:1 | ||||
| 17. Jornada | 29.10.2023 | Club Olimpia | - | Cerro Porteño | 0:0 | |
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| 18. Jornada | 03.11.2023 | Guaireña FC | - | Club Olimpia | 0:1 | ||||
| 19. Jornada | 08.11.2023 | Club Olimpia | - | Sportivo Luqueño | 2:1 | ||||
| 20. Jornada | 11.11.2023 | Sportivo Ameliano | - | Club Olimpia | 1:0 |
Uruguay