Stadium: Court 1 Round: 28 Ground: Hardcourt outdoor
| ITF M25 Santo Domingo | 2023/06/30 13:30 | James Tracy v Liam Draxl | 4-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/29 15:35 | Evan Bynoe v James Tracy | 1-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/28 19:15 | James Tracy v Alex Cairo | 4-6,6-3,6-2 |
| ITF M15 South Bend | 2023/06/25 15:00 | Strong Kirchheimer v James Tracy | 1-6,2-6 |
| ITF M15 South Bend | 2023/06/24 16:55 | James Tracy v Axel Nefve | 3-6,6-3,6-0 |
| ITF M15 South Bend | 2023/06/23 16:00 | Ryan Fishback v James Tracy | 5-7,1-6 |
| ITF M15 South Bend | 2023/06/22 16:55 | Perry Gregg v James Tracy | 3-6,6-4,5-7 |
| ITF M15 South Bend | 2023/06/21 20:45 | James Tracy v Alexander Bernard | 6-3,7-6 |
| ITF M25 Santo Domingo | 2023/06/27 12:55 | Leo Vithoontien v Angel Diaz Jalil | 6-3,4-6,11-13 |
| ITF M25 Santo Domingo | 2023/06/26 15:00 | Leo Vithoontien v Christopher Li | 3-6,6-2,10-7 |
| ITF M15 Santo Domingo | 2023/06/22 17:10 | Justin Boulais v Leo Vithoontien | 6-3,6-2 |
| ITF M15 Santo Domingo | 2023/06/21 13:30 | Alan Sau Franco v Leo Vithoontien | 4-6,2-6 |
| ITF M25 Santo Domingo | 2023/06/19 15:00 | Leo Vithoontien v Arenui Luethi | 6-7,6-3,10-8 |
| ITF M15 Tabasco | 2023/05/24 18:10 | Victor Lilov v Leo Vithoontien | 6-3,6-2 |
| ITF M15 Tabasco | 2023/05/23 23:45 | Yannik Rahman v Leo Vithoontien | 7-6,5-7,3-6 |
| ITF M25 Xalapa | 2023/05/19 00:50 | Jesse Flores v Leo Vithoontien | 7-6,6-4 |