Stadion: Court 1 Round: 26 Ground: Clay
| ITF - M15 - Varna | 2019/09/11 07:00 | Francesco Bessire v Martin Dimitrov | 3-6,3-6 |
| ITF - M15 - Varna | 2019/09/09 10:00 | Tihomir Grozdanov v Martin Dimitrov | 4-6,5-7 |
| ITF - M15 - Targu Mures | 2019/08/06 09:35 | Vladislav Melnic v Martin Dimitrov | 6-4,6-1 |
| ITF - M15 - Targu Mures | 2019/08/05 08:00 | Robert Damian Savin v Martin Dimitrov | 3-6,1-6 |
| ITF - M15 - Chitila | 2019/07/30 12:20 | Christoffer Solberg v Martin Dimitrov | 6-4,1-6,11-9 |
| ITF - M15 - Chitila | 2019/07/30 06:30 | Doru Junior Borsan v Martin Dimitrov | 3-6,1-6 |
| ITF - M15 - Plovdiv | 2019/06/04 06:30 | Martin Dimitrov v Plamen Milushev | 6-0,5-7,9-11 |
| ITF - M15 - Heraklion | 2019/05/29 07:00 | Martin Dimitrov v Erik Crepaldi | 5-7,4-6 |
| ITF - M15 - Varna | 2019/09/10 08:00 | Roman Boychuk v Nikita Mashtakov | 3-6,4-6 |
| ITF - M25 - Irpin | 2019/08/28 08:35 | Denis Yevseyev v Nikita Mashtakov | 6-3,6-7,6-1 |
| ITF - M15 - Irpin | 2019/08/17 07:00 | Vladyslav Orlov v Nikita Mashtakov | 6-3,6-1 |
| ITF - M15 - Irpin | 2019/08/16 08:00 | Dennis Uspensky v Nikita Mashtakov | 6-7,3-6 |
| ITF - M15 - Irpin | 2019/08/15 07:30 | Oleksandr Ovcharenko v Nikita Mashtakov | 2-6,6-3,4-6 |
| ITF - M15 - Irpin | 2019/08/14 07:30 | Oleg Dolgosheyev v Nikita Mashtakov | 7-6,1-6,3-6 |
| ITF - M15 - Irpin | 2019/08/13 08:50 | Dmytro Kamynin v Nikita Mashtakov | 6-7,7-5,2-6 |
| ITF - M15 - Telavi | 2019/08/01 07:40 | Alexander Donski v Nikita Mashtakov | 7-6,6-0 |