Stadium: Estadio Round: 25 Ground: Hardcourt outdoor
| ITF M15 Cancun | 2019/11/23 14:00 | Nick Chappell v Gerardo L Villasenor | 5-7,6-4,6-1 |
| ITF M15 Cancun | 2019/11/22 14:00 | Connor Farren v Gerardo L Villasenor | 4-6,5-7 |
| ITF M15 Cancun | 2019/11/20 16:45 | Ajeet Rai v Gerardo L Villasenor | 6-7,6-4,1-6 |
| Challenger Houston | 2019/11/12 18:00 | Alexis Galarneau v Gerardo L Villasenor | 6-3,6-3 |
| ITF M15 Cancun | 2019/11/08 14:00 | Joao Lucas Reis da Silva v Gerardo L Villasenor | 6-3,6-2 |
| ITF M15 Cancun | 2019/11/07 14:00 | Mateus Alves v Gerardo L Villasenor | 3-6,2-6 |
| ITF M15 Cancun | 2019/11/06 14:00 | Fernando Yamacita v Gerardo L Villasenor | 6-1,2-6,2-6 |
| ITF M15 Cancun | 2019/10/25 14:15 | Gerardo L Villasenor v Mwendwa Mbithi | 1-6,3-6 |
| Challenger Rennes | 2020/01/21 10:30 | Roberto Ortega-Olmedo v Dan Added | 7-6,6-3 |
| Australian Open | 2020/01/16 03:40 | Roberto Ortega-Olmedo v Filip Horansky | 6-4,5-7,4-6 |
| ITF M15 Cairo | 2019/11/30 08:00 | Roberto Ortega-Olmedo v Daniel Michalski | 4-6,4-6 |
| ITF M15 Cairo | 2019/11/29 10:55 | Roberto Ortega-Olmedo v Peter Nagy | 6-1,6-3 |
| ITF M15 Cairo | 2019/11/28 12:00 | Roberto Ortega-Olmedo v Fabio Coelho | 6-0,6-4 |
| ITF M15 Cairo | 2019/11/27 11:05 | Roberto Ortega-Olmedo v Stefano Battaglino | 6-1,7-6 |
| Challenger Maia | 2019/11/19 13:30 | Roberto Ortega-Olmedo v Nuno Borges | 1-6,6-7 |
| Challenger Pune | 2019/11/16 07:30 | Roberto Ortega-Olmedo v Jay Clarke | 3-6,2-6 |