Stadium: Cancha 2 Round: 25 Ground: Hardcourt outdoor
| Challenger - San Luis Potosí | 2019/04/16 19:55 | Krstin, Pedja v Joao Menezes | 1-6,1-6 |
| ATP - Houston | 2019/04/09 22:00 | Krstin, Pedja v Jordan Thompson | 5-7,2-6 |
| ATP - Houston | 2019/04/08 18:00 | Darian King v Krstin, Pedja | 6-7,5-7 |
| ATP - Houston | 2019/04/06 20:40 | Krstin, Pedja v Marcos Giron | 6-4,6-1 |
| Monterrey, Mexico | 2019/04/03 17:00 | Krstin, Pedja v Alexander Bublik | 6-1,3-6,4-6 |
| Monterrey, Mexico | 2019/04/02 20:20 | Krstin, Pedja v Gomez, Lucas | 6-0,6-3 |
| Challenger - Phoenix | 2019/03/13 17:00 | Krstin, Pedja v Gojowczyk, Peter | 4-6,4-6 |
| Challenger - Phoenix | 2019/03/11 18:50 | Ramkumar Ramanathan v Krstin, Pedja | 2-6,4-6 |
| Challenger Leon | 2019/04/22 17:30 | Ortega-Olmedo, Roberto v Yusuke Takahashi | 6-4,6-4 |
| Challenger - San Luis Potosí | 2019/04/17 20:25 | Pedro Sakamoto v Ortega-Olmedo, Roberto | 6-4,6-2 |
| Challenger Murcia | 2019/04/10 09:00 | Ortega-Olmedo, Roberto v Lopez Perez | 1-6,3-6 |
| Challenger Murcia | 2019/04/08 12:55 | Ortega-Olmedo, Roberto v Carlos Lopez Montagud | 6-4,6-1 |
| Monterrey, Mexico | 2019/04/02 00:50 | Young, Donald v Ortega-Olmedo, Roberto | 6-4,6-4 |
| Challenger St Brieuc | 2019/03/26 11:05 | Ortega-Olmedo, Roberto v Aslan Karatsev | 4-6,2-6 |
| Challenger - Morelos | 2019/02/23 00:00 | Matias Franco Descotte v Ortega-Olmedo, Roberto | 7-6,4-6,6-4 |
| Challenger - Morelos | 2019/02/21 18:40 | Ortega-Olmedo, Roberto v Joao Menezes | 7-6,6-3 |