Stadium: Court 2 Round: 25 Ground: Clay
| ITF - M25 Naples | 2021/02/17 20:50 | Gonzalo Villanueva v Stefan Kozlov | 3-6,2-6 |
| ITF - M25 Hurlingham | 2020/03/05 13:00 | Gonzalo Villanueva v Nicolas Alberto Arreche | 4-6,5-7 |
| ITF - M25 Hurlingham | 2020/03/04 13:00 | Gonzalo Villanueva v Jose Pereira | 6-4,6-1 |
| ITF - M25 Rio Cuarto | 2020/02/25 18:30 | Facundo Diaz Acosta v Gonzalo Villanueva | 6-2,7-5 |
| ITF - M25 Punta del Este | 2020/02/20 13:00 | Santiago Rodriguez Taverna v Gonzalo Villanueva | 3-6,6-1,6-4 |
| ITF - M25 Punta del Este | 2020/02/19 16:25 | Mariano Kestelboim v Gonzalo Villanueva | 1-6,7-6,2-6 |
| ITF - M25 Punta del Este | 2020/02/18 19:35 | Agustin Riquelme Coppari v Gonzalo Villanueva | 1-6,1-6 |
| ITF - M25 Lima | 2020/02/14 17:25 | Pedro Sakamoto v Gonzalo Villanueva | 6-3,6-4 |
| ITF - M25 Naples | 2021/02/23 14:45 | Darian King v Ryan Shane | 6-3,1-6,10-5 |
| ITF - M25 Naples | 2021/02/22 16:00 | Darian King v Giulio Perego | 6-2,7-5 |
| ITF - M25 Naples | 2021/02/18 14:55 | Darian King v Clement Tabur | 2-6,4-6 |
| ITF - M25 Naples | 2021/02/17 16:55 | Darian King v Ricardo Rodriguez-Pace | 6-2,3-6,6-2 |
| Cupa Davis | 2020/03/06 16:10 | Viktor Durasovic v Darian King | 6-4,6-2 |
| Australian Open | 2020/01/15 02:00 | Darian King v Steven Diez | 2-6,2-6 |
| Challenger - Canberra | 2020/01/08 01:55 | Darian King v Jaume Munar | 6-4,3-6,0-6 |
| Challenger - Canberra | 2020/01/06 23:00 | Darian King v Jason Jung | 4-6,6-4,6-3 |