Stadium: Quadra 4 Round: 24 Ground: Clay
| Challenger Buenos Aires | 2019/09/24 14:00 | Federico Zeballos v Gonzalo Villanueva | 6-4,6-1 |
| ITF M15 Buenos Aires | 2019/09/22 16:50 | Maximiliano Estevez v Gonzalo Villanueva | 6-4,4-6,1-6 |
| ITF M15 Buenos Aires | 2019/09/21 16:40 | Genaro Alberto Olivieri v Gonzalo Villanueva | 4-6,3-6 |
| ITF M15 Buenos Aires | 2019/09/20 15:00 | Facundo Diaz Acosta v Gonzalo Villanueva | 5-7,1-6 |
| ITF M15 Buenos Aires | 2019/09/19 12:00 | Michel Vernier v Gonzalo Villanueva | 6-7,6-3,4-6 |
| ITF M15 Buenos Aires | 2019/09/18 15:50 | Federico Moreno v Gonzalo Villanueva | 1-6,3-6 |
| ITF M15 Lambare | 2019/08/25 14:00 | Gonzalo Villanueva v Joao Lucas Reis da Silva | 6-1,6-3 |
| ITF M15 Lambare | 2019/08/24 15:00 | Gonzalo Villanueva v Gabriel Alejandro Hidalgo | 6-4,6-4 |
| Challenger Campinas | 2019/09/30 12:00 | Wilson Leite v Fernando Romboli | 4-6,6-3,5-7 |
| Challenger Biella | 2019/09/17 08:00 | Raul Brancaccio v Fernando Romboli | 6-3,6-2 |
| Challenger Biella | 2019/09/16 08:00 | Fernando Romboli v Tommaso Barelli | 6-3,6-2 |
| Challenger Guayaquil Qual | 2018/10/28 17:30 | Camilo Ugo Carabelli v Fernando Romboli | 6-3,6-2 |
| Challenger Guayaquil Qual | 2018/10/27 20:35 | Juan S Z Vargas v Fernando Romboli | 2-6,2-6 |
| Challenger Campinas Qual | 2018/09/29 14:50 | Fernando Yamacita v Fernando Romboli | 7-5,6-4 |
| Challenger Szczecin Qual | 2018/09/08 15:00 | Fernando Romboli v Julian Lenz | 1-6,1-6 |
| Challenger Poprad Tatry Qual | 2018/06/16 10:50 | Fernando Romboli v Patrik Rikl | 4-6,3-6 |