Stadium: Court 7 Round: 25 Ground: Hardcourt outdoor
| ITF M25 - Sintra | 2021/09/09 13:25 | Jesse Flores v Yuta Shimizu | 4-6,1-6 |
| ITF M25 - Sintra | 2021/09/08 12:45 | Jesse Flores v Paulo Knippling | 6-1,6-1 |
| ITF M25 - Sintra | 2021/09/07 08:30 | Luis Patino v Jesse Flores | 2-6,6-3,5-10 |
| ITF M25 - Sintra | 2021/09/06 08:30 | Hans Albert Schubert v Jesse Flores | 4-6,2-6 |
| ITF M25 - Sierre | 2021/08/31 10:50 | Emiliano Maggioli v Jesse Flores | 6-1,6-0 |
| ITF M25 - Decatur | 2021/08/03 15:00 | Eliot Spizzirri v Jesse Flores | 4-6,6-2,10-3 |
| ITF M25 - Decatur | 2021/08/02 15:00 | Jesse Flores v Kento Takeuchi | 6-2,6-4 |
| Davis Cup | 2021/07/02 17:05 | Jesse Flores v Tariq Simons | 6-2,6-1 |