Stadium: Court 6 Round: 27 Ground: Clay
| ITF M15 Tabasco | 2023/05/23 20:05 | Juan Carlos Aguilar v Jesse Flores | 7-6,6-7,6-4 |
| ITF M15 Pittsburgh | 2023/07/27 17:40 | William Grant v Jesse Flores | 6-4,2-6,4-6 |
| ITF M15 Pittsburgh | 2023/07/26 15:50 | Alex Bancila v Jesse Flores | 4-6,5-7 |
| ITF M15 Rochester | 2023/07/20 18:25 | Ignacio Monzon v Jesse Flores | 7-6,4-6,6-4 |
| ITF M15 Rochester | 2023/07/19 17:00 | Jesse Flores v Emmett Ward | 6-2,6-2 |
| Davis Cup | 2023/06/24 19:35 | Jesse Flores v Ricardo Rodriguez-Pace | 6-2,7-6 |
| Davis Cup | 2023/06/23 19:15 | Jesse Flores v Alejandro Obando | 6-2,6-2 |
| Davis Cup | 2023/06/22 20:00 | Peter Bertran v Jesse Flores | 5-7,3-6 |
| Davis Cup | 2023/06/21 19:10 | Jesse Flores v Kevin Major | 6-7,7-6,6-0 |
| ITF M15 Pittsburgh | 2023/07/27 15:00 | Juan Carlos Aguilar v Nick Lagaev | 6-4,6-4 |
| ITF M15 Pittsburgh | 2023/07/25 16:00 | Juan Carlos Aguilar v Henrik Wiersholm | 6-4,7-6 |
| ITF M15 Rochester | 2023/07/20 19:20 | Juan Carlos Aguilar v Nicholas Heng | 3-6,4-6 |
| ITF M15 Rochester | 2023/07/19 16:25 | Juan Carlos Aguilar v Jonathan Sorbo | 6-4,6-2 |
| ITF M25 Bakio | 2023/06/27 13:20 | Juan Carlos Aguilar v Pedro Vives Marcos | 6-7,1-6 |
| ITF M15 Monastir | 2023/06/15 08:30 | Noah Lopez v Juan Carlos Aguilar | 6-3,6-2 |
| ITF M15 Monastir | 2023/06/14 11:35 | Juan Carlos Aguilar v Tomas Luis | 7-5,6-3 |
| ITF M15 Monastir | 2023/06/07 11:20 | Ryuki Matsuda v Juan Carlos Aguilar | 6-3,6-1 |