Round: 26 Ground: Clay
| ITF Uruguay F1 | 2016/11/28 14:15 | Gonzalo Villanueva v Gasperini, Lourenzo | 6-1,6-0 |
| ITF Argentina F13 | 2016/11/10 13:00 | Lipovsek Puches, Tomas v Gonzalo Villanueva | 6-4,6-2 |
| ITF Argentina F13 | 2016/11/09 13:00 | Cantero, Gaston Ezequiel v Gonzalo Villanueva | 1-6,2-6 |
| ITF Argentina F13 | 2016/11/07 16:40 | Franco Ribero v Gonzalo Villanueva | 4-6,2-6 |
| ITF Argentina F12 | 2016/10/31 23:00 | Santiago Rodriguez Taverna v Gonzalo Villanueva | 6-3,1-6,7-6 |
| ITF Argentina F11 | 2016/10/27 17:35 | Lipovsek Puches, Tomas v Gonzalo Villanueva | 6-4,1-6,6-2 |
| ITF Argentina F11 | 2016/10/26 14:30 | Grimolizzi, Gaston-Arturo v Gonzalo Villanueva | 6-4,3-6,2-6 |
| ITF Argentina F11 | 2016/10/25 13:00 | Besada, Santiago v Gonzalo Villanueva | 0-6,1-6 |
| ITF Uruguay F1 | 2016/11/28 13:00 | Vilaro, Alejo v Ignacio Carou | 6-3,6-1 |
| Challenger Montevideo Qual | 2016/11/12 13:00 | Vilaro, Alejo v Dario Acosta | 4-6,3-6 |
| ITF Argentina F13 | 2016/11/07 12:00 | Vilaro, Alejo v Ameal, Juan Ignacio | 6-7,5-7 |
| ITF Argentina F13 | 2016/11/06 15:25 | Vilaro, Alejo v Pairetti, Marco | 6-0,6-0 |
| ITF Argentina F12 Qual | 2016/10/28 22:00 | Sebastian Baez v Vilaro, Alejo | 6-2,1-6,6-4 |
| ITF Argentina F11 Qual | 2016/10/23 15:30 | Vilaro, Alejo v Juan Bautista Otegui | 7-6,4-6,3-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/08 15:10 | Geller, Axel v Vilaro, Alejo | 7-5,6-7,6-3 |
| ITF Brazil F4 | 2016/07/19 13:00 | Kohen, Alan v Vilaro, Alejo | 7-5,4-6,6-4 |