Stadium: Court 2 Round: 54 Ground: Hardcourt outdoor
| ITF - M15 Cancún | 2019/07/01 13:30 | Kevin Major v Diego Bustamante | 6-0,6-1 |
| ITF - M15 Cancún | 2019/06/24 13:30 | Wulfrano M M Esdras v Diego Bustamante | 2-6,6-1,11-9 |
| ITF - M15 Cancún | 2019/06/10 13:30 | George Goldhoff v Diego Bustamante | 6-0,6-1 |
| ITF - M15 Cancún | 2019/06/03 13:30 | Oleg Khotkov v Diego Bustamante | 6-3,6-1 |
| ITF - M15 Cancún | 2019/07/03 16:10 | Gerardo L Villasenor v Jack Gibbens | 6-4,6-3 |
| ITF - M15 Cancún | 2019/07/01 18:30 | Rafael E. Grovas v Jack Gibbens | 3-6,2-6 |
| ITF - M15 Cancún | 2019/07/01 14:30 | Ricardo F R Estrada v Jack Gibbens | 3-6,3-6 |
| ITF - M15 Cancún | 2019/06/26 15:25 | Justin Roberts v Jack Gibbens | 4-6,6-2,6-4 |
| ITF - M15 Cancún | 2019/06/24 17:00 | Hillel Rousseau v Jack Gibbens | 6-3,3-6,8-10 |
| ITF M15 Heráklion | 2019/05/27 07:00 | Jack Gibbens v Roee Benya | 4-6,6-7 |
| ITF M15 Heráklion | 2019/05/13 07:00 | Milen Ianakiev v Jack Gibbens | 6-2,6-7,10-8 |
| ITF M15 Heráklion | 2019/05/07 07:00 | Stamatios Kapiris v Jack Gibbens | 6-4,7-5 |