Stadium: Court Hard 13 Round: 44 Ground: Hardcourt outdoor
| ITF Greece F8 | 2018/11/14 08:45 | Ibrahim, Hasan v Dimitrov, Martin | 3-6,6-3,6-2 |
| ITF - M15 Héraklion | 2019/11/03 10:00 | Goldenberg, Lior v Dimitrov, Martin | 7-6,2-6,6-10 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/11 08:00 | Dimitrov, Martin v Manda, Calin | 3-6,1-6 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/10 07:00 | Tikhomirov, Maksim v Dimitrov, Martin | 4-6,3-6 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/07 07:00 | Veremeychuk, Danylo v Dimitrov, Martin | 7-6,4-6,7-10 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/06 08:00 | Ivanov, Venci v Dimitrov, Martin | 1-6,1-6 |
| Varna, Singles M-ITF-BUL-04A | 2019/09/12 07:00 | Dimitrov, Martin v Nikita Mashtakov | 6-7,4-6 |
| Varna, Singles M-ITF-BUL-04A | 2019/09/11 07:00 | Bessire, Francesco v Dimitrov, Martin | 3-6,3-6 |
| Varna, Singles M-ITF-BUL-04A | 2019/09/09 10:00 | Grozdanov, Tihomir v Dimitrov, Martin | 4-6,5-7 |
| ITF - M15 Héraklion | 2019/11/03 10:00 | Gleeson, Alan v Ibrahim, Hasan | 0-6,1-6 |
| ITF - M15 Antalya | 2019/10/23 11:05 | Ibrahim, Hasan v Juan Pablo Paz | 0-6,1-6 |
| Jounieh, Singles M-ITF-LBN-02A | 2019/10/01 13:00 | Alexandros Skorilas v Ibrahim, Hasan | 5-7,7-6,7-5 |
| Jounieh, Singles M-ITF-LBN-02A | 2019/09/25 16:45 | Ibrahim, Hasan v Alexandar Lazarov | 0-6,1-6 |
| ITF M15 Trier | 2019/08/14 10:00 | Schmitz, Constantin v Ibrahim, Hasan | 6-3,6-2 |
| ITF M15 Trier | 2019/08/13 09:30 | Leopold Zima v Ibrahim, Hasan | 6-7,0-6 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2019/08/08 09:00 | Podzus, Martins v Ibrahim, Hasan | 6-4,6-2 |
| Koszalin, Singles Qualifying M-ITF-POL-02A | 2019/08/06 12:00 | Ibrahim, Hasan v Galus, Piotr | 6-2,6-3 |