| 4. Round | 29/07/2023 | Sportivo Trinidense | - | Club Olimpia | 1:1 | ||||
| 7. Round | 19/08/2023 | Club Olimpia | - | Guaireña FC | 1:1 | ||||
| 11. Round | 17/09/2023 | Club Olimpia | - | General Caballero DJLM | 3:1 | ||||
| 14. Round | 08/10/2023 | Club Nacional | - | Club Olimpia | 1:0 | ||||
| 15. Round | 21/10/2023 | Club Olimpia | - | Sportivo Trinidense | 2:2 | ||||
| 16. Round | 25/10/2023 | Guaraní | - | Club Olimpia | 0:1 |  |
|||
| 18. Round | 03/11/2023 | Guaireña FC | - | Club Olimpia | 0:1 | ||||
| 19. Round | 07/11/2023 | Club Olimpia | - | Sportivo Luqueño | 2:1 | ||||
| 21. Round | 25/11/2023 | Club Olimpia | - | Libertad | 1:3 |  |
|||
| 22. Round | 01/12/2023 | General Caballero DJLM | - | Club Olimpia | 0:1 |
Colombia