Stadium: Court 6 Round: 26 Ground: Clay
| 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 |
| Challenger Montevideo | 2023/11/12 18:20 | Santiago Rodriguez Taverna v Gonzalo Villanueva | 7-5,7-5 |
| Challenger Lima | 2023/11/05 20:15 | Gonzalo Villanueva v Orlando Luz | 3-6,7-6,4-6 |
| ITF M15 Concepcion | 2023/12/12 17:45 | Benjamin Herrera v Miguel Angel Cabrera | 2-6,4-6 |
| ITF M15 Concepcion | 2023/12/11 13:00 | Nicolas Villalon v Miguel Angel Cabrera | 6-3,3-6,10-7 |
| ITF M15 Concepcion | 2023/12/10 13:00 | Pranav Kumar v Miguel Angel Cabrera | 2-6,2-6 |
| ITF M15 Concepcion | 2023/12/04 14:30 | Juan Estevez v Miguel Angel Cabrera | 6-1,6-3 |
| ITF M15 Concepcion | 2023/12/03 17:30 | Diego I Munoz Gajardo v Miguel Angel Cabrera | 2-6,3-6 |
| Challenger Temuco | 2023/11/26 14:15 | Facundo Mena v Miguel Angel Cabrera | 6-2,6-4 |
| ITF M15 Santa Cruz | 2023/11/20 21:35 | Juan Estevez v Miguel Angel Cabrera | 6-1,6-2 |
| ITF M15 Santa Cruz | 2023/11/19 17:30 | Miguel Angel Cabrera v Vitor Leal | 2-6,6-4,10-8 |