Stadium: Court 5 Round: 26 Ground: Hardcourt outdoor
| ITF Tunisia F5 | 2015/10/07 10:15 | Roberto Ortega-Olmedo v Maksim Tikhomirov | 6-3,6-1 |
| Challenger Segovia | 2019/07/31 10:35 | Julian Ocleppo v Roberto Ortega-Olmedo | 7-6,3-6,4-6 |
| Challenger Binghamton | 2019/07/24 19:20 | Yuichi Sugita v Roberto Ortega-Olmedo | 7-5,6-1 |
| Challenger Gatineau | 2019/07/15 21:30 | Roberto Ortega-Olmedo v Skander Mansouri | 1-6,4-6 |
| Challenger Winnipeg | 2019/07/11 20:00 | Cem Ilkel v Roberto Ortega-Olmedo | 7-6,6-3 |
| Challenger Winnipeg | 2019/07/10 16:40 | Roberto Ortega-Olmedo v Dudi Sela | 6-4,6-2 |
| 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 |
| ITF M15 Telavi | 2019/07/31 07:40 | Saba Purtseladze v Maksim Tikhomirov | 6-3,2-6,6-4 |
| ITF M15 Telavi | 2019/07/26 06:00 | Shalva Dzhanashia v Maksim Tikhomirov | 6-2,6-1 |
| ITF M15 Telavi | 2019/07/25 07:30 | Hamid Reza Nadaf v Maksim Tikhomirov | 4-6,3-6 |
| ITF M15 Telavi | 2019/07/24 08:25 | A.J Catanzariti v Maksim Tikhomirov | 6-7,4-6 |
| ITF M15 Telavi | 2019/07/17 09:25 | Valentin Vacherot v Maksim Tikhomirov | 7-5,6-4 |
| ITF M15 Pittsburgh | 2019/07/05 18:30 | Maksim Tikhomirov v Paul Oosterbaan | 4-6,5-7 |
| ITF M15 Pittsburgh | 2019/07/04 16:35 | Maksim Tikhomirov v Quinn Vandecasteele | 6-2,6-2 |
| ITF M15 Pittsburgh | 2019/07/02 14:00 | Maksim Tikhomirov v George Goldhoff | 7-6,1-6,7-6 |