Stadium: Cancha 1 Round: 24 Ground: Hardcourt outdoor
| ATP Indian Wells | 2019/03/08 19:00 | Donald Young v Hubert Hurkacz | 3-6,3-6 |
| Challenger Indian Wells | 2019/02/28 18:00 | Donald Young v Lloyd Harris | 4-6,2-6 |
| Challenger Indian Wells | 2019/02/26 21:45 | Henri Laaksonen v Donald Young | 5-7,6-3,4-6 |
| Challenger Indian Wells | 2019/02/25 19:30 | Thai-Son Kwiatkowski v Donald Young | 6-4,1-6,6-7 |
| ATP Delray Beach | 2019/02/17 17:45 | Donald Young v Daniel Evans | 2-6,6-7 |
| ATP Delray Beach | 2019/02/16 18:35 | Bjorn Fratangelo v Donald Young | 2-6,6-7 |
| Challenger Cleveland | 2019/01/30 02:55 | Roy Smith v Donald Young | 6-4,0-6,7-6 |
| Challenger Newport Beach | 2019/01/26 18:00 | Brayden Schnur v Donald Young | 6-2,3-6,7-6 |
| Challenger St Brieuc | 2019/03/26 11:05 | Roberto Ortega-Olmedo v Aslan Karatsev | 4-6,2-6 |
| Challenger Morelos | 2019/02/23 00:00 | Matias Franco Descotte v Roberto Ortega-Olmedo | 7-6,4-6,6-4 |
| Challenger Morelos | 2019/02/21 18:40 | Roberto Ortega-Olmedo v Joao Menezes | 7-6,6-3 |
| Challenger Morelos | 2019/02/19 19:00 | Roberto Ortega-Olmedo v Carlos Boluda-Purkiss | 6-4,6-4 |
| Challenger Cherbourg | 2019/02/11 10:00 | Roberto Ortega-Olmedo v Zdenek Kolar | 1-6,2-6 |
| Challenger Quimper | 2019/01/28 10:50 | Mathias Bourgue v Roberto Ortega-Olmedo | 4-6,7-6,6-4 |
| Challenger Koblenz | 2019/01/20 13:00 | Gianluca Mager v Roberto Ortega-Olmedo | 2-6,7-6,6-2 |
| Challenger Koblenz | 2019/01/19 16:00 | Pavel Kotov v Roberto Ortega-Olmedo | 5-7,6-3,3-6 |