Stadium: Serena Wines 1881 Round: 25 Ground: Clay
| Challenger Cordenons | 2023/08/07 13:45 | Andrea Arnaboldi v Federico Agustin Gomez | 4-6,5-7 |
| Challenger Cordenons | 2023/08/07 10:55 | Angelo Rossi v Federico Agustin Gomez | 1-6,1-6 |
| Challenger Liberec | 2023/08/04 10:00 | Federico Agustin Gomez v Toby Alex Kodat | 1-6,0-6 |
| Challenger Liberec | 2023/08/03 09:15 | Sumit Nagal v Federico Agustin Gomez | 4-6,2-6 |
| Challenger Liberec | 2023/08/02 09:35 | Jiri Vesely v Federico Agustin Gomez | 6-4,3-6,4-6 |
| Challenger Liberec | 2023/07/31 11:00 | Federico Agustin Gomez v Denis Klok | 6-3,6-2 |
| Challenger Liberec | 2023/07/31 09:45 | Federico Agustin Gomez v Jiri Barnat | 1-6,6-3,7-6 |
| ITF M25 Esch/Alzette | 2023/07/20 11:10 | Federico Agustin Gomez v Marlon Vankan | 7-6,6-7,1-6 |
| Challenger Cordenons | 2023/08/07 12:05 | Marcello Serafini v Gonzalo Villanueva | 2-6,1-6 |
| Challenger Cordenons | 2023/08/06 09:00 | Benito Massacri v Gonzalo Villanueva | 1-6,2-6 |
| Challenger San Marino | 2023/07/30 11:00 | Gonzalo Villanueva v Daniel Dutra Da Silva | 0-6,1-6 |
| 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 |