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 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 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 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 |
| ITF M15 Kramsach | 2019/07/15 12:00 | Hasan Ibrahim v Philipp Dittmer | 5-7,6-3,6-10 |
| ITF M15 Kramsach | 2019/07/15 08:00 | Hasan Ibrahim v Matthew Walton | 6-1,6-0 |
| ITF M15 Wroclaw | 2019/07/02 08:00 | Oleksii Krutykh v Hasan Ibrahim | 6-3,6-3 |
| ITF M15 Kaltenkirchen | 2019/06/10 08:00 | Hasan Ibrahim v Nitin Kumar Sinha | 6-3,3-6,5-10 |
| ITF Greece F8 | 2018/11/15 08:00 | Hasan Ibrahim v Markos Kalovelonis | 6-7,2-6 |
| ITF Greece F8 | 2018/11/14 08:45 | Hasan Ibrahim v Martin Dimitrov | 3-6,6-3,6-2 |