Stadium: Court 3 Round: 64 Ground: Clay
| Challenger Monterrey | 2019/04/04 23:05 | Donald Young v Santiago Giraldo | 6-3,6-4 |
| 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 |
| Challenger Monterrey | 2019/04/03 02:15 | James Ward v Ante Pavic | 5-7,6-7 |
| Challenger Shenzhen | 2019/03/13 03:35 | Stefano Napolitano v James Ward | 6-4,7-5 |
| ATP Dubai | 2019/02/23 09:40 | Jiri Vesely v James Ward | 7-6,7-6 |
| ATP New York | 2019/02/10 22:25 | Alexei Popyrin v James Ward | 7-5,6-4 |
| ATP Sofia | 2019/02/03 11:40 | Stefano Travaglia v James Ward | 3-6,6-4,7-6 |
| Challenger Rennes | 2019/01/23 20:50 | James Ward v Benoit Paire | 2-6,6-7 |
| Challenger Rennes | 2019/01/21 20:50 | Calvin Hemery v James Ward | 5-7,7-6,4-6 |
| Challenger Koblenz | 2019/01/16 09:00 | Gianluca Mager v James Ward | 2-6,6-4,6-4 |