Stadium: Court 2 Round: 25 Ground: Clay
| ITF M25 Kiseljak | 2023/05/30 07:30 | Corey Gaal v Marsel Znuderl | 6-3,6-1 |
| ITF M25 Kiseljak | 2023/05/29 09:30 | Corey Gaal v Tilen Kovac | 6-4,7-5 |
| ITF M15 Brcko | 2023/05/23 07:30 | Corey Gaal v Vladan Tadic | 6-2,1-6,8-10 |
| ITF M15 Prijedor | 2023/05/17 14:00 | Corey Gaal v Tim Ruehl | 3-6,2-6 |
| ITF M15 Prijedor | 2023/05/15 11:30 | Corey Gaal v Nicolo Toffanin | 7-5,6-4 |
| ITF M15 Doboj | 2023/05/08 10:30 | Corey Gaal v Vitali Shvets | 1-6,6-1,8-10 |
| ITF M15 Osijek | 2023/05/03 09:55 | Corey Gaal v Pavel Verbin | 6-7,6-7 |
| ITF M15 Osijek | 2023/05/02 08:00 | Corey Gaal v Maximilian Figl | 6-2,6-4 |
| Challenger Skopje | 2023/05/21 09:00 | Gonzalo Villanueva v Mathias Bourgue | 2-6,2-6 |
| Challenger Coquimbo | 2023/05/01 16:55 | Murkel Dellien v Gonzalo Villanueva | 6-3,6-4 |
| Challenger Buenos Aires | 2023/04/28 15:35 | Andrea Collarini v Gonzalo Villanueva | 6-2,6-1 |
| Challenger Buenos Aires | 2023/04/26 14:30 | Gonzalo Villanueva v Nick Hardt | 7-5,1-6,7-5 |
| Challenger Buenos Aires | 2023/04/24 18:05 | Gonzalo Lama v Gonzalo Villanueva | 6-7,6-7 |
| Challenger Florianopolis | 2023/04/19 14:40 | Gonzalo Villanueva v Guido Ivan Justo | 3-6,7-6,2-6 |
| Challenger Vina del Mar | 2023/03/14 17:25 | Andrea Pellegrino v Gonzalo Villanueva | 6-0,6-2 |
| Challenger Vina del Mar | 2023/03/13 14:00 | Gonzalo Villanueva v Wilson Leite | 3-6,3-6 |