Stadium: Cancha 1 Round: 25 Ground: Hardcourt outdoor
| Challenger Houston | 2018/11/16 20:45 | Evan Song v Bradley Klahn | 3-6,6-4,1-6 |
| Challenger Monterrey | 2019/04/02 16:00 | Evan Song v Matias Franco Descotte | 2-6,6-3,6-0 |
| Challenger Drummondville | 2019/03/13 15:35 | Roberto Quiroz v Evan Song | 6-4,6-3 |
| Challenger Drummondville | 2019/03/12 14:00 | Ante Pavic v Evan Song | 2-6,1-6 |
| ATP Indian Wells | 2019/03/05 22:20 | Denis Istomin v Evan Song | 6-3,6-4 |
| Challenger Morelos | 2019/02/18 16:00 | Evan Song v Stefan Kozlov | 5-7,3-6 |
| Challenger Dallas | 2019/02/04 20:15 | Evan King v Evan Song | 6-4,6-4 |
| Challenger Cleveland | 2019/01/28 16:30 | Ulises Blanch v Evan Song | 7-6,7-5 |
| Challenger Newport Beach | 2019/01/22 19:45 | Evan Song v Kaichi Uchida | 6-7,2-6 |
| ATP Miami | 2019/03/20 18:50 | Janko Tipsarevic v Bradley Klahn | 6-3,6-3 |
| ATP Indian Wells | 2019/03/08 02:00 | Bradley Klahn v Malek Jaziri | 4-6,2-6 |
| Australian Open | 2019/01/15 01:40 | Hyeon Chung v Bradley Klahn | 6-7,6-7,6-3,6-2,6-4 |
| ATP Auckland | 2019/01/07 00:15 | Philipp Kohlschreiber v Bradley Klahn | 6-4,7-6 |
| ATP Auckland | 2019/01/05 22:00 | Bradley Klahn v Pablo Cuevas | 6-7,7-6,7-6 |
| ATP Auckland | 2019/01/04 22:00 | Bradley Klahn v Philipp Oswald | 7-6,6-4 |
| ATP Brisbane | 2018/12/29 02:40 | Bradley Klahn v Christopher Eubanks | 6-3,4-6,6-7 |
| Challenger Houston | 2018/11/19 01:00 | Roy Smith v Bradley Klahn | 6-7,6-7 |