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 |
| ITF M25 Monastir | 2019/10/22 11:40 | Roberto Ortega-Olmedo v Anis Ghorbel | 6-1,6-1 |
| Challenger Ismaning | 2019/10/14 09:20 | Lucas Miedler v Roberto Ortega-Olmedo | 7-6,6-4 |
| ITF M25 Tavira | 2019/10/04 09:00 | Roberto Ortega-Olmedo v Eduardo Struvay | 4-6,2-6 |
| ITF M25 Tavira | 2019/10/03 09:00 | Roberto Ortega-Olmedo v Tomas Luis | 6-4,6-2 |
| ITF M25 Tavira | 2019/10/02 10:00 | Roberto Ortega-Olmedo v Francisco Cabral | 6-4,3-6,6-4 |
| ITF M25 Oliveira De Azemeis | 2019/09/28 12:00 | Roberto Ortega-Olmedo v Eduardo Struvay | 7-5,2-6,5-7 |
| ITF M25 Oliveira De Azemeis | 2019/09/27 10:00 | Roberto Ortega-Olmedo v Tiago Cacao | 7-6,6-1 |
| ITF M25 Oliveira De Azemeis | 2019/09/26 10:00 | Roberto Ortega-Olmedo v David Perez Sanz | 4-6,6-0,6-1 |
| ITF M25 Monastir | 2019/10/22 09:00 | Maksim Tikhomirov v Petros Tsitsipas | 6-2,1-6,6-1 |
| ITF M15 Burgas | 2019/10/10 07:00 | Maksim Tikhomirov v Martin Dimitrov | 4-6,3-6 |
| Challenger Columbus 3 | 2019/09/17 20:55 | Gonzalo Escobar v Maksim Tikhomirov | 6-1,4-6,7-5 |
| ITF M15 Szekesfehervar | 2019/09/03 08:00 | Genaro Alberto Olivieri v Maksim Tikhomirov | 6-2,6-4 |
| ITF M25 Gyor | 2019/08/29 08:00 | Maksim Tikhomirov v Lenny Hampel | 1-6,2-6 |
| ITF M25 Gyor | 2019/08/28 08:00 | Maksim Tikhomirov v Mate Voros | 6-3,1-6,6-2 |
| ITF M25 Pitesti | 2019/08/14 06:00 | Maksim Tikhomirov v Oleg Prihodko | 3-6,2-6 |
| ITF M15 Targu Mures | 2019/08/08 07:00 | Maksim Tikhomirov v Nicholas David Ionel | 4-6,3-6 |