Ground: Hardcourt indoor
| ITF M15 Cancun | 2019/05/20 17:30 | Tomas Martin Etcheverry v Jesse Flores | 6-4,6-2 |
| ITF M15 Cancun | 2019/05/20 13:30 | Tomislav E Papac v Jesse Flores | 2-6,0-6 |
| ITF M15 Cancun | 2019/05/13 17:30 | Wilfredo Gonzalez v Jesse Flores | 6-1,5-7,10-5 |
| ITF M15 Cancun | 2019/05/13 13:30 | Preston Brown v Jesse Flores | 4-6,4-6 |
| ITF M15 Cancun | 2019/05/10 14:00 | Jesse Flores v Ryan Peniston | 2-6,0-6 |
| ITF M15 Cancun | 2019/05/09 14:00 | Antonio Cayetano March v Jesse Flores | 5-7,1-6 |
| ITF M15 Cancun | 2019/05/07 19:45 | Ren Nakamura v Jesse Flores | 2-6,2-6 |
| ITF South Africa F3 | 2018/12/04 08:00 | Christiaan Worst v Jesse Flores | 6-2,6-7,6-2 |
| Davis Cup | 2017/06/16 15:00 | Jacob Bicknell v Cordell Williams | 6-1,6-0 |
| Davis Cup | 2017/06/15 15:00 | Alejandro Obando v Jacob Bicknell | 5-7,6-1,6-4 |
| Davis Cup | 2017/06/13 15:00 | Sebastian Arcila v Jacob Bicknell | 7-5,6-4 |
| Davis Cup | 2017/06/12 15:00 | Jacob Bicknell v Gavin Manders | 6-3,7-5 |