| Uruguay Amateur Cup | 2023/07/08 18:30 | Piriapolis FC v CA Barrio Olimpico | D | 0-0 |
| Uruguay Amateur Cup | 2023/07/01 18:30 | CA Barrio Olimpico v Piriapolis FC | W | 1-2 |
| Uruguay Amateur Cup | 2023/05/20 18:00 | Piriapolis FC v CA Barrio Olimpico | D | 1-1 |
| Uruguay Cup | 2023/08/30 23:00 | Lavalleja de Minas v Piriapolis FC | L | 3-1 |
| Uruguay Amateur Cup | 2023/07/08 18:30 | Piriapolis FC v CA Barrio Olimpico | D | 0-0 |
| Uruguay Amateur Cup | 2023/07/01 18:30 | CA Barrio Olimpico v Piriapolis FC | W | 1-2 |
| Uruguay Amateur Cup | 2023/06/25 18:15 | Piriapolis FC v Lavalleja de Minas | D | 1-1 |
| Uruguay Amateur Cup | 2023/06/03 19:00 | Huracan Treinta y Tres v Piriapolis FC | W | 2-5 |
| Uruguay Amateur Cup | 2023/05/27 18:00 | Piriapolis FC v Libertad de San Carlos | L | 1-4 |
| Uruguay Amateur Cup | 2023/05/20 18:00 | Piriapolis FC v CA Barrio Olimpico | D | 1-1 |
| Uruguay Amateur Cup | 2023/05/07 18:15 | Libertad de San Carlos v Piriapolis FC | W | 0-3 |
| Uruguay Cup | 2023/08/30 00:00 | CA Barrio Olimpico v Huracan Treinta y Tres | D | 2-2 |
| Uruguay Amateur Cup | 2023/07/08 18:30 | Piriapolis FC v CA Barrio Olimpico | D | 0-0 |
| Uruguay Amateur Cup | 2023/07/01 18:30 | CA Barrio Olimpico v Piriapolis FC | L | 1-2 |
| Uruguay Amateur Cup | 2023/06/25 18:15 | Libertad de San Carlos v CA Barrio Olimpico | L | 4-1 |
| Uruguay Amateur Cup | 2023/06/18 18:30 | CA Barrio Olimpico v Libertad de San Carlos | L | 0-2 |
| Uruguay Amateur Cup | 2023/06/03 19:00 | Libertad de San Carlos v CA Barrio Olimpico | W | 0-1 |
| Uruguay Amateur Cup | 2023/05/27 22:00 | CA Barrio Olimpico v Huracan Treinta y Tres | W | 5-1 |
| Uruguay Amateur Cup | 2023/05/20 18:00 | Piriapolis FC v CA Barrio Olimpico | D | 1-1 |