Stadium: Court 1 Round: 28 Ground: Clay
| Challenger Santiago | 2023/03/05 15:35 | Gonzalo Villanueva v Ignacio A B Otarola | 6-2,6-0 |
| ITF M15 Concepcion | 2023/12/14 16:05 | Gonzalo Villanueva v Diego F Flores | 6-0,7-6 |
| ITF M15 Concepcion | 2023/12/13 15:05 | Gonzalo Villanueva v Miguel Angel Cabrera | 6-3,6-1 |
| ITF M15 Concepcion | 2023/12/11 18:00 | Gonzalo Villanueva v Fernando Cavallo | 6-2,6-0 |
| ITF M15 Concepcion | 2023/12/08 14:00 | Gonzalo Villanueva v Nicolas Kicker | 3-6,7-6,3-6 |
| ITF M15 Concepcion | 2023/12/07 16:35 | Gonzalo Villanueva v Manuel Mouilleron Salvo | 6-1,7-6 |
| ITF M15 Concepcion | 2023/12/05 14:00 | Gonzalo Villanueva v Nicolas Villalon | 6-1,6-3 |
| Challenger Temuco | 2023/11/29 15:00 | Gonzalo Villanueva v Aleksandar Kovacevic | 4-6,6-7 |
| Challenger Temuco | 2023/11/27 19:20 | Rubin Statham v Gonzalo Villanueva | 3-6,3-6 |
| ITF M15 Concepcion | 2023/12/14 17:20 | Luciano Carraro v Ignacio A B Otarola | 3-6,1-6 |
| ITF M15 Concepcion | 2023/12/13 16:40 | Ignacio A B Otarola v Rocco Valente | 6-3,7-5 |
| ITF M15 Concepcion | 2023/12/11 18:00 | Ignacio A B Otarola v Giuseppe La Vela | 3-6,6-2,6-3 |
| ITF M15 Concepcion | 2023/12/05 19:15 | Ignacio A B Otarola v Luciano Carraro | 2-6,0-6 |
| Challenger Temuco | 2023/11/27 15:20 | Keegan Smith v Ignacio A B Otarola | 6-3,6-4 |
| Challenger Temuco | 2023/11/26 18:40 | Benjamin Herrera v Ignacio A B Otarola | 4-6,2-6 |
| ITF M15 Santa Cruz | 2023/11/22 19:10 | Ignacio A B Otarola v Bruno Fernandez | 3-6,4-6 |
| ITF M15 Cochabamba | 2023/11/16 18:00 | Tomas Farjat v Ignacio A B Otarola | 6-4,6-2 |