| 4. Round | 29/07/2023 | Sportivo Trinidense | - | Club Olimpia | 1:1 | ||||
| 8. Round | 27/08/2023 | Sportivo Luqueño | - | Club Olimpia | 0:1 |  |
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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 | ||||
| 13. Round | 03/10/2023 | Club Olimpia | - | Resistencia SC | 0:0 | ||||
| 14. Round | 08/10/2023 | Club Nacional | - | Club Olimpia | 1:0 | ||||
| 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 |
Paraguay