Stadium: Court 1 Round: 26 Ground: Clay
| 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 Heraklion | 2019/05/28 07:00 | Lukas Krainer v Martin Dimitrov | 4-6,4-6 |
| ITF M15 Heraklion | 2019/05/21 07:00 | Harry Meehan v Martin Dimitrov | 7-6,7-6 |
| ITF M15 Heraklion | 2019/05/20 07:00 | Sergey Shipilov v Martin Dimitrov | 6-7,3-6 |
| ITF M15 Heraklion | 2019/05/15 10:15 | Patrik Nema v Martin Dimitrov | 6-2,6-3 |
| ITF M15 Heraklion | 2019/05/14 07:00 | Romain Bauvy v Martin Dimitrov | 6-4,6-7,5-10 |
| ITF M15 Heraklion | 2019/05/13 09:00 | Harry Thursfield v Martin Dimitrov | 1-6,1-6 |
| ITF M15 Parnu | 2019/07/20 09:45 | Jurgen Zopp v Nikita Mashtakov | 6-3,6-4 |
| ITF M15 Parnu | 2019/07/19 08:00 | Nikita Mashtakov v Luigi Sorrentino | 6-4,7-6 |
| ITF M15 Parnu | 2019/07/18 13:30 | Nikita Mashtakov v Alexander Donski | 7-5,6-3 |
| ITF M15 Parnu | 2019/07/18 08:30 | Maxime Pauwels v Nikita Mashtakov | 3-6,2-6 |
| ITF M15 Vilnius | 2019/07/10 08:00 | Christoffer Solberg v Nikita Mashtakov | 7-6,1-6,6-2 |
| ITF M15 Vilnius | 2019/07/09 07:30 | Nikita Mashtakov v Tomas Vaise | 6-3,7-5 |
| ITF M15 Wroclaw | 2019/07/04 11:50 | Petr Nouza v Nikita Mashtakov | 6-4,3-6,6-3 |
| ITF M15 Wroclaw | 2019/07/03 15:20 | Andrea Bessire v Nikita Mashtakov | 0-6,1-6 |