Stadium: Cancha 1 Round: 26 Ground: Hardcourt outdoor
| Challenger Monterrey | 2019/04/04 00:45 | Paolo Lorenzi v Donald Young | 4-6,3-6 |
| Challenger Monterrey | 2019/04/02 00:50 | Donald Young v Roberto Ortega-Olmedo | 6-4,6-4 |
| 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 Monterrey | 2019/04/03 19:20 | Santiago Giraldo v Roberto Quiroz | 3-6,7-5,7-6 |
| Challenger Monterrey | 2019/04/01 22:50 | Roberto Cid Subervi v Santiago Giraldo | 6-7,3-6 |
| Challenger Indian Wells | 2019/02/28 19:50 | Daniel Evans v Santiago Giraldo | 6-1,6-2 |
| Challenger Indian Wells | 2019/02/27 20:20 | Santiago Giraldo v Jared Donaldson | 6-2,2-6,6-4 |
| Challenger Indian Wells | 2019/02/25 23:30 | Santiago Giraldo v Dennis Novikov | 7-5,5-7,6-2 |
| Challenger Morelos | 2019/02/21 19:10 | Santiago Giraldo v Steven Diez | 6-3,1-6,1-6 |
| Challenger Morelos | 2019/02/20 02:00 | Santiago Giraldo v Michael Redlicki | 6-4,7-5 |
| Davis Cup | 2019/02/01 21:00 | Santiago Giraldo v Elias Ymer | 6-2,6-4 |