Stadium: Court 1 Round: 25 Ground: Clay
| ITF M15 Cancun | 2019/03/18 18:30 | Tikhomirov, Maksim v Gabriel Donev | 6-2,6-2 |
| ITF M25 Pitesti | 2019/08/14 06:00 | Gabriel Donev v Bogdan Pavel | 6-7,3-6 |
| Targu Mures, Singles M-ITF-ROU-05A | 2019/08/08 07:00 | Gabriel Donev v Facundo Juarez | 6-0,4-6,2-6 |
| Targu Mures, Singles M-ITF-ROU-05A | 2019/08/06 14:30 | Gabriel Donev v Borsan, Doru Junior | 6-0,6-0 |
| Kramsach, Singles M-ITF-AUT-02A | 2019/07/17 13:30 | Gabriel Donev v Hartmeier, Patrik | 4-6,3-6 |
| ITF M15 Telfs | 2019/07/10 11:25 | Ehrat, Sandro v Gabriel Donev | 6-0,6-3 |
| ITF M15 Belgrade | 2019/07/03 12:25 | Zivotic, Goran v Gabriel Donev | 6-4,7-5 |
| Plovdiv, Singles Qualifying M-ITF-BUL-03A | 2019/06/06 07:00 | Tyurnev, Evgeny v Gabriel Donev | 6-1,3-6,6-1 |
| Plovdiv, Singles Qualifying M-ITF-BUL-03A | 2019/06/05 07:00 | Aliaksandr Liaonenka v Gabriel Donev | 3-6,0-6 |
| ITF M25 Pitesti | 2019/08/14 06:00 | Tikhomirov, Maksim v Oleg Prihodko | 3-6,2-6 |
| Targu Mures, Singles M-ITF-ROU-05A | 2019/08/08 07:00 | Tikhomirov, Maksim v Nicholas David Ionel | 4-6,3-6 |
| Targu Mures, Singles M-ITF-ROU-05A | 2019/08/07 08:50 | Tikhomirov, Maksim v Hersey, Jake | 6-3,3-6,7-5 |
| ITF M15 Telavi | 2019/07/31 07:40 | Saba Purtseladze v Tikhomirov, Maksim | 6-3,2-6,6-4 |
| ITF M15 Telavi | 2019/07/26 06:00 | Dzhanashia, Shalva v Tikhomirov, Maksim | 6-2,6-1 |
| ITF M15 Telavi | 2019/07/25 07:30 | Nadaf, Hamid Reza v Tikhomirov, Maksim | 4-6,3-6 |
| ITF M15 Telavi | 2019/07/24 08:25 | A.J Catanzariti v Tikhomirov, Maksim | 6-7,4-6 |
| ITF M15 Telavi | 2019/07/17 09:25 | Valentin Vacherot v Tikhomirov, Maksim | 7-5,6-4 |