Stadium: Estadio Round: 24 Ground: Hardcourt outdoor
| 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 |
| Challenger Zhuhai | 2019/03/06 12:15 | Danilo Petrovic v Aleksandr Nedovyesov | 3-6,6-4,6-2 |
| Challenger Zhuhai | 2019/03/05 02:30 | Luke Saville v Danilo Petrovic | 2-6,1-6 |
| Challenger Bergamo | 2019/02/20 12:10 | Arthur De Greef v Danilo Petrovic | 6-3,6-4 |
| Challenger Bergamo | 2019/02/18 17:40 | Peter Heller v Danilo Petrovic | 6-3,5-7,3-6 |
| Challenger Budapest | 2019/02/06 13:20 | Danilo Petrovic v Oscar Otte | 6-7,6-3,6-7 |
| Challenger San Luis Potosi | 2019/04/17 21:10 | Lucas Miedler v Janko Tipsarevic | 7-5,3-6,6-3 |
| Challenger San Luis Potosi | 2019/04/17 00:55 | Janko Tipsarevic v Lucas Gomez | 6-4,5-7,6-2 |
| ATP Houston | 2019/04/12 18:30 | Sam Querrey v Janko Tipsarevic | 7-6,7-6 |
| ATP Houston | 2019/04/11 17:00 | Janko Tipsarevic v Cameron Norrie | 6-3,6-4 |
| ATP Houston | 2019/04/10 00:20 | Janko Tipsarevic v Tennys Sandgren | 6-1,7-6 |
| Challenger Monterrey | 2019/04/03 02:10 | Peter Polansky v Janko Tipsarevic | 6-3,6-2 |
| Challenger Monterrey | 2019/04/01 22:45 | Roy Smith v Janko Tipsarevic | 6-7,4-6 |
| ATP Miami | 2019/03/22 22:45 | Roberto Bautista-Agut v Janko Tipsarevic | 7-6,6-4 |