Stadium: Stadium Round: 25 Ground: Hardcourt outdoor
| Challenger Winnipeg | 2019/07/08 21:00 | Evan Song v Roberto Ortega-Olmedo | 1-6,4-6 |
| ITF M25 Bakio | 2019/07/04 10:30 | Roberto Ortega-Olmedo v Laurent Lokoli | 3-6,5-7 |
| ITF M25 Bakio | 2019/07/03 16:00 | Roberto Ortega-Olmedo v Hendrik Jebens | 6-1,6-4 |
| ATP Antalya | 2019/06/23 10:30 | Viktor Troicki v Roberto Ortega-Olmedo | 3-6,7-6,6-2 |
| ATP Antalya | 2019/06/22 11:35 | Roberto Ortega-Olmedo v Mukund Sasikumar | 6-2,6-1 |
| Challenger Blois | 2019/06/18 09:20 | Roberto Ortega-Olmedo v Pedro Cachin | 0-6,2-6 |
| Challenger Blois | 2019/06/17 11:40 | Roberto Ortega-Olmedo v Kenny de Schepper | 6-3,6-4 |
| Challenger Lyon | 2019/06/10 10:45 | Roberto Ortega-Olmedo v Elliot Benchetrit | 1-6,5-7 |
| Wimbledon | 2019/06/24 10:00 | Adrian Menendez-Maceiras v Dudi Sela | 1-6,6-0,6-4 |
| Challenger Columbus | 2019/06/14 18:20 | Joao Menezes v Dudi Sela | 6-4,3-6,1-6 |
| Challenger Columbus | 2019/06/13 19:45 | Duckhee Lee v Dudi Sela | 3-6,1-6 |
| Challenger Columbus | 2019/06/12 16:35 | Matias Franco Descotte v Dudi Sela | 3-6,3-6 |
| Challenger Little Rock | 2019/06/08 20:40 | Dudi Sela v Thai-Son Kwiatkowski | 6-3,7-6 |
| Challenger Little Rock | 2019/06/08 15:00 | Ryan Shane v Dudi Sela | 3-6,1-6 |
| Challenger Little Rock | 2019/06/07 17:00 | Alexander Ritschard v Dudi Sela | 4-6,6-4,3-6 |
| Challenger Little Rock | 2019/06/05 15:00 | Evan Song v Dudi Sela | 3-6,4-6 |