Stadium: Court 8 Round: 28 Ground: Hardcourt outdoor
| ITF USA F30 | 2015/10/12 17:05 | Nick Chappell v Gerardo L Villasenor | 6-3,6-1 |
| ITF M15 Cancún | 2019/11/21 14:00 | Daniel Antonio Nunez v Nick Chappell | 3-6,0-6 |
| ITF M15 Cancún | 2019/11/19 14:00 | Ricardo Reyna v Nick Chappell | 1-6,1-6 |
| Challenger Houston | 2019/11/13 16:00 | Pedja Krstin v Nick Chappell | 6-1,1-6,6-1 |
| Challenger Houston | 2019/11/11 22:00 | Nick Chappell v Sebastian Fanselow | 6-1,3-6,7-6 |
| ITF M15 Cancún | 2019/11/09 14:00 | Nick Chappell v Joao Lucas Reis da Silva | 7-5,1-6,3-6 |
| ITF M15 Cancún | 2019/11/08 14:00 | Zane Khan v Nick Chappell | 6-4,5-7,3-6 |
| ITF M15 Cancún | 2019/11/07 14:00 | Skyler Butts v Nick Chappell | 1-6,2-6 |
| ITF M15 Cancún | 2019/11/06 20:30 | Javier Gonzalez v Nick Chappell | 3-6,3-6 |
| ITF M15 Cancún | 2019/11/22 14:00 | Connor Farren v Gerardo L Villasenor | 4-6,5-7 |
| ITF M15 Cancún | 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 Cancún | 2019/11/08 14:00 | Joao Lucas Reis da Silva v Gerardo L Villasenor | 6-3,6-2 |
| ITF M15 Cancún | 2019/11/07 14:00 | Mateus Alves v Gerardo L Villasenor | 3-6,2-6 |
| ITF M15 Cancún | 2019/11/06 14:00 | Fernando Yamacita v Gerardo L Villasenor | 6-1,2-6,2-6 |
| ITF M15 Cancún | 2019/10/25 14:15 | Gerardo L Villasenor v Mwendwa Mbithi | 1-6,3-6 |
| ITF M15 Cancún | 2019/10/24 15:55 | Gerardo L Villasenor v Zane Khan | 7-6,0-6,6-4 |