Stadium: Center Court Round: 24 Ground: Hardcourt indoor
| Challenger Monterrey | 2019/04/02 00:50 | Donald Young v Roberto Ortega-Olmedo | 6-4,6-4 |
| Challenger Houston | 2019/11/13 16:00 | Alexis Galarneau v Donald Young | 3-6,6-3,6-0 |
| Challenger Knoxville | 2019/11/05 01:00 | Liam Broady v Donald Young | 7-6,6-3 |
| Challenger Charlottesville | 2019/10/28 20:45 | Donald Young v Blaz Kavcic | 3-6,6-7 |
| Challenger Las Vegas | 2019/10/16 19:15 | Donald Young v Gonzalo Escobar | 6-7,5-7 |
| Challenger Fairfield | 2019/10/11 02:00 | Jack Draper v Donald Young | 6-3,7-6 |
| Challenger Fairfield | 2019/10/09 20:10 | Alexander Sarkissian v Donald Young | 6-2,4-6,0-6 |
| Challenger Tiburon | 2019/09/23 23:00 | Donald Young v Ryan Shane | 6-1,6-1 |
| Challenger Columbus 3 | 2019/09/19 16:50 | Donald Young v Roberto Quiroz | 7-5,4-6,4-6 |
| 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 |
| Challenger Pune | 2019/11/14 06:30 | Shuichi Sekiguchi v Roberto Ortega-Olmedo | 2-6,4-6 |
| Challenger Pune | 2019/11/13 06:45 | Anirudh Chandrasekar v Roberto Ortega-Olmedo | 3-6,2-6 |