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