Stadium: Court 3 Round: 62 Ground: Clay
| ITF - M15 Villa Maria | 2023/10/29 16:30 | Dikenstein, Ivan v Telles, Leonardo | 0-6,0-6 |
| ITF M25 Lajeado | 2023/10/13 00:20 | Pedro Sakamoto v Telles, Leonardo | 6-3,6-4 |
| ITF M25 Sintra | 2023/09/13 09:00 | Telles, Leonardo v Martin Damm | 3-6,2-6 |
| ITF M25 Sintra | 2023/09/12 09:00 | Diogo Marques v Telles, Leonardo | 6-4,4-6,8-10 |
| ITF M25 Sintra | 2023/09/11 13:00 | Telles, Leonardo v Antonio, Joao | 6-1,6-3 |
| ITF M25 Sintra | 2023/09/11 09:00 | Telles, Leonardo v Paschetto, Francesco | 6-4,6-2 |
| ITF M25 Sintra | 2023/09/06 08:30 | Lerby, Christian v Telles, Leonardo | 4-6,7-5,10-7 |
| ITF M25 Sintra | 2023/09/05 14:30 | Mackinlay, James v Telles, Leonardo | 1-6,0-6 |
| ITF - M15 Villa Maria | 2023/10/29 16:30 | Aguilar, Federico Juan v Joel Angel Lucero | 2-6,6-3,10-3 |
| ITF - M15 Punta del Este | 2023/09/21 16:00 | Aguilar, Federico Juan v Matias Franco Descotte | 0-6,1-6 |
| ITF - M15 Punta del Este | 2023/09/20 14:20 | Joel Angel Lucero v Aguilar, Federico Juan | 2-6,2-6 |
| ITF M25 Rosario | 2023/06/25 12:00 | Aguilar, Federico Juan v Ramiro Amarilla | 1-6,1-6 |
| UTR Pro Tigre | 2023/04/02 13:30 | Aguilar, Federico Juan v Andres Gabriel Ciurletti | 4-6,3-4 |
| UTR Pro Tigre | 2023/04/01 14:21 | Lautaro Agustin Falabella v Aguilar, Federico Juan | 3-6,4-5 |
| UTR Pro Tigre | 2023/03/31 13:30 | Guido Ivan Justo v Aguilar, Federico Juan | 1-6,3-6 |
| UTR Pro Tigre | 2023/03/30 12:00 | Pedro Boscardin Dias v Aguilar, Federico Juan | 6-3,6-2 |