Stadium: Estadio Puerto Vallarta Round: 26 Ground: Hardcourt outdoor
| Challenger Puerto Vallarta | 2019/05/02 00:00 | Dustin Brown v Kevin King | 6-3,3-6,6-4 |
| Challenger Leon | 2019/04/24 23:30 | Manuel Guinard v Dustin Brown | 6-4,6-2 |
| Challenger San Luis Potosi | 2019/04/17 23:55 | Dustin Brown v Gonzalo Escobar | 6-4,2-6,4-6 |
| Challenger Sophia Antipolis | 2019/04/07 13:00 | Filip Krajinovic v Dustin Brown | 3-6,5-7 |
| Challenger Sophia Antipolis | 2019/04/06 12:00 | Rudolf Molleker v Dustin Brown | 7-6,4-6,2-6 |
| Challenger Sophia Antipolis | 2019/04/05 10:00 | Matteo Donati v Dustin Brown | 5-7,2-6 |
| Challenger Sophia Antipolis | 2019/04/04 11:05 | Kimmer Coppejans v Dustin Brown | 7-6,5-7,2-6 |
| Challenger Sophia Antipolis | 2019/04/02 16:30 | Dustin Brown v Robin Haase | 6-4,6-3 |
| Challenger Leon | 2019/04/24 19:30 | Danilo Petrovic v John-Patrick Smith | 6-3,6-4 |
| Challenger San Luis Potosi | 2019/04/16 21:55 | Alexandre Muller v John-Patrick Smith | 6-4,4-6,7-6 |
| Challenger Monterrey | 2019/04/03 03:35 | John-Patrick Smith v Christopher Eubanks | 3-6,7-6,5-7 |
| Challenger Monterrey | 2019/04/02 02:05 | John-Patrick Smith v Manuel Sanchez | 6-4,6-2 |
| Challenger Drummondville | 2019/03/14 19:55 | John-Patrick Smith v Roberto Cid Subervi | 7-6,5-7,3-6 |
| Challenger Drummondville | 2019/03/12 23:05 | John-Patrick Smith v Liam Draxl | 6-7,7-5,7-6 |
| Challenger Indian Wells | 2019/02/26 20:45 | Andrey Rublev v John-Patrick Smith | 6-2,7-5 |
| Challenger Indian Wells | 2019/02/25 20:10 | John-Patrick Smith v Noah Rubin | 6-7,6-3,6-4 |