Stadium: Quadra 3 Round: 14 Ground: Clay
| Challenger Montevideo | 2021/11/08 16:30 | Tomas Lipovsek Puches v Gonzalo Villanueva | 3-6,2-6 |
| ITF Argentina F11 | 2017/11/29 15:30 | Gonzalo Villanueva v Tomas Lipovsek Puches | 6-1,6-4 |
| ITF Argentina F13 | 2016/11/10 13:00 | Tomas Lipovsek Puches v Gonzalo Villanueva | 6-4,6-2 |
| ITF Argentina F11 | 2016/10/27 17:35 | Tomas Lipovsek Puches v Gonzalo Villanueva | 6-4,1-6,6-2 |
| ITF Argentina F7 | 2015/05/29 14:40 | Tomas Lipovsek Puches v Gonzalo Villanueva | 6-4,6-2 |
| ITF Argentina F5 | 2015/05/11 14:30 | Gonzalo Villanueva v Tomas Lipovsek Puches | 6-3,6-1 |
| ITF Chile F8 | 2014/11/25 18:10 | Gonzalo Villanueva v Tomas Lipovsek Puches | 6-3,6-2 |
| ITF Argentina F6 | 2014/03/26 14:00 | Tomas Lipovsek Puches v Gonzalo Villanueva | 6-4,3-6,6-2 |
| Challenger Brazílie | 2021/11/21 14:35 | Gonzalo Villanueva v Luca Castelnuovo | 6-7,6-3,3-6 |
| Challenger Campinas | 2021/11/14 16:00 | Hernan Casanova v Gonzalo Villanueva | 7-6,4-6,7-5 |
| Challenger Montevideo | 2021/11/09 16:00 | Facundo Bagnis v Gonzalo Villanueva | 6-1,7-6 |
| Challenger Montevideo | 2021/11/08 16:30 | Tomas Lipovsek Puches v Gonzalo Villanueva | 3-6,2-6 |
| Challenger Montevideo | 2021/11/07 18:05 | Rodrigo Arus v Gonzalo Villanueva | 1-6,0-6 |
| Challenger Lima | 2021/10/27 16:00 | Tomas Barrios Vera v Gonzalo Villanueva | 7-5,6-1 |
| Challenger Lima | 2021/10/26 15:00 | Dimitar Kuzmanov v Gonzalo Villanueva | 5-7,1-6 |
| Challenger Lima | 2021/10/25 16:30 | Cristian Rodriguez v Gonzalo Villanueva | 7-6,3-6,2-6 |
| Challenger Brazílie | 2021/11/23 14:45 | Tomas Lipovsek Puches v Santiago Rodriguez Taverna | 1-6,0-6 |
| Challenger Brazílie | 2021/11/22 13:00 | Luca Castelnuovo v Tomas Lipovsek Puches | 7-5,6-7,5-7 |
| Challenger Brazílie | 2021/11/21 14:35 | Luis David Martinez v Tomas Lipovsek Puches | 6-2,1-6,4-6 |
| Challenger Montevideo | 2021/11/08 16:30 | Tomas Lipovsek Puches v Gonzalo Villanueva | 3-6,2-6 |
| Challenger Montevideo | 2021/11/07 16:30 | Nicolas Alvarez v Tomas Lipovsek Puches | 2-6,2-6 |
| ITF M25 Loulé | 2021/10/13 11:00 | Roberto Ortega-Olmedo v Tomas Lipovsek Puches | 6-1,6-1 |
| ITF M25 Setubal | 2021/10/07 11:30 | Maximilian Neuchrist v Tomas Lipovsek Puches | 3-6,6-2,6-2 |
| ITF M25 Setubal | 2021/10/06 16:55 | Tomas Lipovsek Puches v Fred Gil | 6-1,6-2 |