Stadium: Court 3 - Indoor Round: 25 Ground: Hardcourt outdoor
| ITF M15 Tacarigua | 2023/04/17 18:00 | Miles Jones v Leo Vithoontien | 5-7,4-6 |
| ITF M25 Calabasas | 2023/03/20 18:00 | Lucas Renard v Miles Jones | 7-6,6-7,10-8 |
| ITF M25 Bakersfield | 2023/03/16 01:30 | Miles Jones v Colin Markes | 6-4,5-7,3-6 |
| ITF M25 Bakersfield | 2023/03/15 19:00 | Miles Jones v Oren Vasser | 6-2,6-1 |
| ITF M25 Bakersfield | 2023/03/13 17:00 | Miles Jones v Timothy Phung | 6-3,7-5 |
| ITF M25 Santo Domingo | 2023/02/22 18:30 | Miles Jones v Daniel Dutra Da Silva | 6-7,6-7 |
| ITF M25 Santo Domingo | 2023/02/21 12:55 | Miles Jones v Aurel Ciocanu | 6-4,1-6,10-2 |
| ITF M25 Santo Domingo Qual | 2023/02/20 13:55 | Miles Jones v Jasel Beltre | 6-4,6-1 |
| ITF M15 Tacarigua | 2023/04/19 18:00 | Jesse Flores v Matthew Foster-Estwick | 4-6,6-1,4-6 |
| ITF M15 Sunrise | 2023/04/11 21:00 | Jesse Flores v Kaylan Bigun | 1-6,4-6 |
| UTR Pro Florida | 2023/03/27 21:15 | Felipe Pinzon Moreno v Jesse Flores | 3-6,7-5,1-6 |
| ITF M25 Montreal | 2023/03/14 16:55 | Jesse Flores v Joe Tyler | 1-6,3-6 |
| ITF M25 Montreal | 2023/03/13 13:55 | Jesse Flores v Ren Nakamura | 6-2,6-1 |
| ITF M25 Montreal | 2023/03/06 14:55 | Jesse Flores v Jean-Christian Morandais | 6-2,6-7,7-10 |
| Challenger Monterrey | 2023/02/21 23:20 | Nick Chappell v Jesse Flores | 6-3,6-2 |
| Challenger Monterrey | 2023/02/20 18:00 | Jorge Panta v Jesse Flores | 6-2,5-7,1-6 |