Stadium: Cancha Diego Schwartzman Round: 26 Ground: Clay
| Challenger Tigre | 2023/01/10 13:00 | Pedro Boscardin Dias v Jurgen Briand | 5-7,6-2,6-2 |
| ITF - M25 Vacaria | 2022/11/29 20:50 | Joao Victor C Loureiro v Pedro Boscardin Dias | 6-1,3-6,7-6 |
| ITF - M25 Lajeado | 2022/11/24 13:50 | Joao Victor C Loureiro v Pedro Boscardin Dias | 6-4,6-4 |
| ITF - M25 Lajeado | 2022/11/23 14:30 | Rafael Tosetto v Pedro Boscardin Dias | 1-6,4-6 |
| Challenger - São Leopoldo | 2022/11/15 17:25 | Facundo Bagnis v Pedro Boscardin Dias | 6-4,6-2 |
| Challenger - Montevideo | 2022/11/07 16:00 | Pedro Boscardin Dias v Moez Echargui | 3-6,1-6 |
| Challenger - Montevideo | 2022/11/06 15:00 | Pedro Boscardin Dias v Tomas Lipovsek Puches | 6-3,6-4 |
| Challenger - Santo Domingo | 2022/08/15 19:30 | Pedro Boscardin Dias v James Tracy | 6-2,6-2 |
| Challenger Tigre | 2023/01/07 14:00 | Juan Manuel Cerundolo v Alessandro Giannessi | 6-3,7-5 |
| Challenger Tigre | 2023/01/06 16:15 | Lautaro Midon v Alessandro Giannessi | 5-7,1-6 |
| Challenger Tigre | 2023/01/05 17:25 | Andrey Chepelev v Alessandro Giannessi | 4-6,4-6 |
| Challenger Tigre | 2023/01/04 13:00 | Luciano Emanuel Ambrogi v Alessandro Giannessi | 5-7,0-6 |
| Challenger - Maia | 2022/11/29 13:55 | Alexandar Lazarov v Alessandro Giannessi | 6-3,6-4 |
| Challenger - Valencia | 2022/11/22 09:00 | Alessandro Giannessi v Nikolas Sanchez Izquierdo | 2-6,4-6 |
| Challenger - Valencia | 2022/11/21 13:55 | Alessandro Giannessi v Alvaro Lopez San Martin | 4-6,0-6 |
| Challenger - Valencia | 2022/11/20 16:45 | Alessandro Giannessi v Alberto Barroso Campos | 7-5,6-1 |