Stadium: Hard Court 1 Round: 25 Ground: Hardcourt outdoor
| 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 Sozopol | 2019/05/08 10:10 | Martin Dimitrov v Petru-Alexandru Luncanu | 4-6,6-3,3-6 |
| ITF - M15 Sozopol | 2019/05/07 10:00 | Martin Dimitrov v Victor Gurevich | 6-2,6-3 |
| ITF - M15 Heraklion | 2019/05/21 10:00 | Erik Crepaldi v Aidan Mchugh | 6-2,4-6,5-7 |
| ITF - M15 Heraklion | 2019/05/16 07:00 | Lloyd Glasspool v Erik Crepaldi | 6-1,6-1 |
| ITF - M15 Heraklion | 2019/05/15 09:50 | Dusty H. Boyer v Erik Crepaldi | 6-7,4-6 |
| ITF M25 Vercelli | 2019/05/11 09:00 | Corentin Denolly v Erik Crepaldi | 6-2,6-3 |
| ITF M25 Vercelli | 2019/05/10 10:00 | Erik Crepaldi v Franco Emanuel Egea | 6-4,7-5 |
| ITF M25 Vercelli | 2019/05/09 10:00 | Erik Crepaldi v Franco Capalbo | 6-4,6-1 |
| ITF M25 Vercelli | 2019/05/07 14:50 | Edoardo Eremin v Erik Crepaldi | 7-6,2-6,2-6 |
| ITF M15 Tabarka | 2019/04/26 11:40 | Pedro Vives Marcos v Erik Crepaldi | 6-2,6-2 |