Stadium: Court 7 Round: 26 Ground: Clay
| Challenger Verona | 2023/07/24 10:15 | Gonzalo Villanueva v Stefano Napolitano | 7-6,4-6,4-6 |
| Challenger Verona | 2023/07/23 14:15 | Alexander Weis v Gonzalo Villanueva | 6-7,6-3,4-6 |
| Challenger Trieste | 2023/07/18 12:10 | Fabian Marozsan v Gonzalo Villanueva | 6-2,7-6 |
| Challenger Trieste | 2023/07/17 10:10 | Stefano Napolitano v Gonzalo Villanueva | 6-7,6-2,6-3 |
| Challenger Trieste | 2023/07/16 12:55 | Mircea-Alexandru Jecan v Gonzalo Villanueva | 3-6,6-3,1-6 |
| Challenger San Benedetto | 2023/07/09 14:30 | Luca Castagnola v Gonzalo Villanueva | 6-3,7-5 |
| Challenger Troyes | 2023/07/02 13:30 | Gonzalo Villanueva v Valerio Aboian | 0-6,4-6 |
| ITF M15 Bergamo | 2023/06/27 11:15 | Samuele Pieri v Gonzalo Villanueva | 6-1,6-4 |
| ITF M15 Monastir | 2023/06/28 10:00 | Alexis Gautier v Vitor Leal | 6-1,6-1 |
| ITF M15 Monastir | 2023/06/21 08:30 | Wissam Abderrahman v Vitor Leal | 6-2,6-1 |
| ITF M15 Monastir | 2023/06/11 08:30 | Vitor Leal v Tomas Luis | 2-6,2-6 |
| ITF M15 Mogi das Cruzes | 2023/04/25 15:30 | Juan Carlos Prado Angelo v Vitor Leal | 6-1,3-6,6-2 |
| ITF M15 Santo Domingo | 2023/04/11 14:00 | Vitor Leal v Joel Angel Lucero | 6-7,4-6 |
| ITF M15 Santo Domingo | 2023/04/10 14:00 | Vitor Leal v Benjamin Torres | 6-3,7-6 |
| ITF M15 Santo Domingo | 2023/04/04 15:00 | Vitor Leal v Alberto Odiseo Alvarado Berrospi | 4-6,0-6 |
| ITF M15 Santo Domingo | 2023/04/03 15:00 | Vitor Leal v Benjamin Denis Alarcon | 6-2,6-1 |