Stadium: Court 3 Round: 24 Ground: Hardcourt outdoor
| Challenger Puerto Vallarta | 2019/04/29 18:00 | Skander Mansouri v Michael Redlicki | 6-4,6-4 |
| Challenger Sarasota | 2019/04/15 15:00 | Nick Hardt v Michael Redlicki | 3-6,6-3,6-3 |
| Challenger Drummondville | 2019/03/15 18:35 | Michael Redlicki v Jurgen Zopp | 4-6,7-5,6-3 |
| Challenger Drummondville | 2019/03/14 18:35 | Nikola Milojevic v Michael Redlicki | 3-6,1-6 |
| Challenger Drummondville | 2019/03/12 17:00 | Michael Redlicki v JC Aragone | 6-2,6-2 |
| Challenger Drummondville | 2019/03/11 18:45 | Michael Redlicki v Roy Smith | 6-1,6-1 |
| Challenger Indian Wells | 2019/02/26 18:00 | Michael Redlicki v Ernesto Escobedo | 3-6,6-7 |
| Challenger Indian Wells | 2019/02/25 18:00 | Alexander Sarkissian v Michael Redlicki | 3-6,3-6 |
| Challenger Rome | 2019/05/07 10:50 | Hernan Casanova v Danilo Petrovic | 6-4,4-6,6-2 |
| Challenger Puerto Vallarta | 2019/04/30 16:00 | Facundo Mena v Danilo Petrovic | 6-1,7-6 |
| Challenger Leon | 2019/04/26 00:20 | Alexander Bublik v Danilo Petrovic | 7-6,7-5 |
| Challenger Leon | 2019/04/24 19:30 | Danilo Petrovic v John-Patrick Smith | 6-3,6-4 |
| Challenger Leon | 2019/04/23 23:00 | Danilo Petrovic v Camilo Ugo Carabelli | 6-2,6-2 |
| Challenger San Luis Potosi | 2019/04/17 19:00 | Marc-Andrea Huesler v Danilo Petrovic | 6-3,6-4 |
| Challenger Murcia | 2019/04/08 14:30 | Danilo Petrovic v Tommy Robredo | 2-6,6-2,4-6 |
| Challenger Zhuhai | 2019/03/07 10:25 | Kaichi Uchida v Danilo Petrovic | 7-6,3-6,6-4 |