Stadium: Indoor 5 Round: 14 Ground: Hardcourt outdoor
| ITF M25 Lima | 2021/10/12 15:00 | Gonzalo Villanueva v Luca Castelnuovo | 4-6,6-4,6-4 |
| Challenger Ambato | 2021/09/19 15:00 | Gonzalo Villanueva v Luca Castelnuovo | 6-7,6-7 |
| 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 Lima | 2021/10/24 20:25 | Gonzalo Bueno v Gonzalo Villanueva | 1-6,7-6,4-6 |
| ITF M15 Cundinamarca | 2021/11/16 19:25 | Mateo Gomez v Luca Castelnuovo | 1-6,6-2,7-5 |
| Challenger Lima | 2021/10/24 16:00 | Luca Castelnuovo v Alexandar Lazarov | 4-6,5-7 |
| Challenger Bogota | 2021/10/19 16:40 | Facundo Mena v Luca Castelnuovo | 6-4,6-2 |
| Challenger Bogota | 2021/10/18 17:35 | Evan King v Luca Castelnuovo | 6-7,7-5,6-7 |
| Challenger Bogota | 2021/10/17 18:10 | Luca Castelnuovo v Juan A H Serrano | 6-4,6-2 |
| ITF M25 Lima | 2021/10/12 15:00 | Gonzalo Villanueva v Luca Castelnuovo | 4-6,6-4,6-4 |
| ITF M25 Lima | 2021/10/05 15:00 | Luca Castelnuovo v Boris Arias | 4-6,6-4,3-6 |
| Challenger Lima | 2021/09/26 20:50 | Carlos Gomez-Herrera v Luca Castelnuovo | 7-5,6-0 |