Stadium: Court Hard 13 Round: 44 Ground: Hardcourt outdoor
| ITF Greece F8 | 2018/11/14 08:45 | Hasan Ibrahim v Martin Dimitrov | 3-6,6-3,6-2 |
| ITF M15 Burgas | 2019/10/11 08:00 | Martin Dimitrov v Calin Manda | 3-6,1-6 |
| ITF M15 Burgas | 2019/10/10 07:00 | Maksim Tikhomirov v Martin Dimitrov | 4-6,3-6 |
| ITF M15 Burgas | 2019/10/07 07:00 | Danylo Veremeychuk v Martin Dimitrov | 7-6,4-6,7-10 |
| ITF M15 Burgas | 2019/10/06 08:00 | Venci Ivanov v Martin Dimitrov | 1-6,1-6 |
| ITF M15 Varna | 2019/09/12 07:00 | Martin Dimitrov v Nikita Mashtakov | 6-7,4-6 |
| 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 Antalya | 2019/10/23 11:05 | Hasan Ibrahim v Juan Pablo Paz | 0-6,1-6 |
| ITF M25 Jounieh | 2019/10/01 13:00 | Alexandros Skorilas v Hasan Ibrahim | 5-7,7-6,7-5 |
| ITF M25 Jounieh | 2019/09/25 16:45 | Hasan Ibrahim v Alexandar Lazarov | 0-6,1-6 |
| ITF M15 Trier | 2019/08/14 10:00 | Constantin Schmitz v Hasan Ibrahim | 6-3,6-2 |
| ITF M15 Trier | 2019/08/13 09:30 | Leopold Zima v Hasan Ibrahim | 6-7,0-6 |
| ITF M15 Koszalin | 2019/08/08 09:00 | Martins Podzus v Hasan Ibrahim | 6-4,6-2 |
| ITF M15 Koszalin | 2019/08/06 12:00 | Hasan Ibrahim v Piotr Galus | 6-2,6-3 |
| ITF M15 Bad Schussenried | 2019/07/22 14:30 | Hasan Ibrahim v Nicolas Parizzia | 6-7,1-6 |