Stadium: Center Round: 25 Ground: Hardcourt indoor
| Challenger Lille | 2019/03/18 11:40 | Dustin Brown v Maxime Janvier | 6-4,6-4 |
| Challenger Pau | 2019/02/26 15:30 | Roman Safiullin v Dustin Brown | 3-6,7-6,6-2 |
| Challenger Bergamo | 2019/02/19 16:25 | Baptiste Crepatte v Dustin Brown | 7-6,6-7,6-3 |
| Challenger Dallas | 2019/02/08 01:00 | Mackenzie McDonald v Dustin Brown | 6-4,6-2 |
| Challenger Dallas | 2019/02/06 19:05 | Alex Rybakov v Dustin Brown | 2-6,4-6 |
| Challenger Cleveland | 2019/01/31 18:55 | Brayden Schnur v Dustin Brown | 7-5,6-4 |
| Challenger Cleveland | 2019/01/29 23:35 | Jan Choinski v Dustin Brown | 6-7,6-1,6-7 |
| Challenger Newport Beach | 2019/01/24 21:50 | Collin Altamirano v Dustin Brown | 7-6,6-2 |
| Challenger Drummondville | 2019/03/17 16:00 | Ricardas Berankis v Yannick Maden | 6-3,7-5 |
| Challenger Drummondville | 2019/03/15 17:00 | Roberto Cid Subervi v Yannick Maden | 2-6,4-6 |
| Challenger Drummondville | 2019/03/14 23:00 | Jeffrey John Wolf v Yannick Maden | 4-6,6-7 |
| Challenger Drummondville | 2019/03/13 01:45 | Dennis Novikov v Yannick Maden | 4-6,1-6 |
| ATP Indian Wells | 2019/03/06 00:25 | Noah Rubin v Yannick Maden | 6-4,3-6,6-1 |
| Challenger Indian Wells | 2019/03/01 21:30 | Kyle Edmund v Yannick Maden | 3-6,6-0,6-3 |
| Challenger Indian Wells | 2019/02/28 19:00 | Kamil Majchrzak v Yannick Maden | 2-6,5-7 |
| Challenger Indian Wells | 2019/02/27 18:00 | Ernesto Escobedo v Yannick Maden | 6-7,3-6 |