Stadium: Estadio Round: 25 Ground: Hardcourt outdoor
| Challenger Morelos | 2020/02/18 00:00 | Gerardo L Villasenor v Shintaro Mochizuki | 6-3,6-3 |
| ITF M15 Cancun | 2020/02/07 15:45 | Maximiliano Estevez v Gerardo L Villasenor | 6-4,6-4 |
| ITF M15 Cancun | 2020/02/06 17:55 | Matic Spec v Gerardo L Villasenor | 3-6,6-1,4-6 |
| ITF M15 Cancun | 2020/02/05 17:20 | Luis Patino v Gerardo L Villasenor | 3-6,7-6,3-6 |
| ITF M15 Cancun | 2020/01/30 17:15 | Dusty H. Boyer v Gerardo L Villasenor | 6-3,6-1 |
| ITF M15 Cancun | 2020/01/29 16:10 | Juan A H Serrano v Gerardo L Villasenor | 6-7,7-5,5-7 |
| ITF M15 Cancun | 2020/01/21 14:00 | Ajeet Rai v Gerardo L Villasenor | 3-6,6-2,6-2 |
| ITF M15 Cancun | 2019/11/23 14:00 | Nick Chappell v Gerardo L Villasenor | 5-7,6-4,6-1 |
| Challenger Cleveland | 2020/02/11 00:30 | Donald Young v Roberto Ortega-Olmedo | 6-4,3-6,6-3 |
| Challenger Quimper | 2020/01/30 13:40 | Roberto Ortega-Olmedo v Lukas Lacko | 2-6,2-6 |
| Challenger Quimper | 2020/01/28 10:35 | Roberto Ortega-Olmedo v Luca Vanni | 7-6,6-1 |
| Challenger Rennes | 2020/01/24 18:40 | Tobias Kamke v Roberto Ortega-Olmedo | 6-3,6-3 |
| Challenger Rennes | 2020/01/23 18:35 | Roberto Ortega-Olmedo v Evan Furness | 4-6,6-2,7-5 |
| 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 |