Stadium: Court 4 Round: 54 Ground: Hardcourt outdoor
| Davis Cup | 2021/07/02 17:05 | Jesse Flores v Tariq Simons | 6-2,6-1 |
| Davis Cup | 2021/07/01 15:35 | Jesse Flores v Alejandro Obando | 6-4,4-6,6-0 |
| Davis Cup | 2021/06/30 16:30 | Jesse Flores v Nkrumah Patrick | 6-1,6-1 |
| ITF M25 Santo Domingo | 2021/06/09 13:00 | Calvin Hemery v Jesse Flores | 7-6,7-6 |
| ITF M25 Santo Domingo | 2021/06/01 12:50 | Luis Patino v Jesse Flores | 7-5,6-3 |
| ITF M25 Santo Domingo | 2021/05/31 15:30 | Jasel Beltre v Jesse Flores | 3-6,1-6 |
| ITF M25 Santo Domingo | 2021/05/30 15:30 | Mateo Barreiros Reyes v Jesse Flores | 2-6,4-6 |
| ITF M25 Pensacola | 2021/05/18 16:10 | John Bernard v Jesse Flores | 6-3,1-6,11-9 |
| ITF M25 Champaign | 2021/07/27 14:50 | Kento Takeuchi v William Griffith | 4-6,3-6 |
| ITF M25 Champaign | 2021/07/26 15:00 | Kento Takeuchi v Nicaise Muamba | 6-3,6-4 |
| ITF M15 Edwardsville | 2021/07/22 14:20 | Kento Takeuchi v Christian Langmo | 5-7,1-6 |
| ITF M15 Edwardsville | 2021/07/21 17:20 | Alexander Brown v Kento Takeuchi | 6-1,2-6,2-6 |
| ITF M15 Weston | 2021/06/29 14:30 | Kento Takeuchi v Dane Sweeny | 6-7,3-6 |
| ITF M15 Champaign | 2021/06/23 20:45 | Dane Sweeny v Kento Takeuchi | 6-1,6-4 |
| ITF M25 Tulsa | 2021/06/14 18:00 | Kento Takeuchi v Noah Schachter | 3-6,3-6 |
| ITF M25 Wichita | 2021/06/09 15:00 | Joshua Ortlip v Kento Takeuchi | 7-6,6-4 |