Estádio: Cancha Central Round: 24 Ground: Clay
| ITF - M25 Naples | 2019/11/19 19:00 | Gonzalo Villanueva v Roberto Cid Subervi | 6-4,0-6,3-6 |
| Challenger - Houston | 2019/11/14 00:35 | Gonzalo Villanueva v Jenson Brooksby | 2-6,2-6 |
| Challenger - Houston | 2019/11/12 22:25 | Rafael Matos v Gonzalo Villanueva | 6-7,4-6 |
| Challenger - Montevideo | 2019/11/04 19:20 | Gonzalo Villanueva v Rafael Matos | 6-4,0-6,2-6 |
| Challenger - Guaiaquil | 2019/10/29 16:00 | Gonzalo Villanueva v Pedro Sousa | 2-6,2-6 |
| Challenger - Guaiaquil | 2019/10/28 20:10 | Gonzalo Villanueva v Antonio Cayetano March | 6-4,6-3 |
| Challenger - Lima | 2019/10/21 19:50 | Pedja Krstin v Gonzalo Villanueva | 6-3,6-0 |
| Challenger - Santo Domingo | 2019/10/08 23:00 | Gonzalo Villanueva v Hugo Dellien | 2-6,3-6 |
| ITF - M15 Maldonado | 2019/11/27 15:35 | Juan Martin Fumeaux v Nicolas Bianchi | 4-6,4-6 |
| ITF - M15 Maldonado | 2019/11/26 12:00 | Luciano Doria v Juan Martin Fumeaux | 6-7,6-4,6-10 |
| ITF - M15 Maldonado | 2019/11/25 12:00 | Juan Martin Fumeaux v Nicolas Agustin Lema | 6-0,6-3 |