Stadium: Court 3 Hard Round: 25 Ground: Hardcourt outdoor
| ITF - M15 Héraklion | 2019/11/19 07:30 | Kalender, Admir v Dimitrov, Martin | 3-6,1-6 |
| ITF - M15 Héraklion | 2019/11/18 08:00 | Kapiris, Stamatis v Dimitrov, Martin | 2-6,6-2,6-10 |
| ITF - M15 Héraklion | 2019/11/17 07:30 | Dimitrov, Martin v Uryson, Nicolas | 6-3,6-3 |
| ITF - M15 Héraklion | 2019/11/11 08:00 | Dimitrov, Martin v Moroni, Filippo | 4-6,4-6 |
| ITF - M15 Héraklion | 2019/11/10 07:30 | Dimitrov, Martin v Korobeynikov, Grigoriy | 6-3,6-4 |
| ITF - M15 Héraklion | 2019/11/04 09:30 | Dimitrov, Martin v Ibrahim, Hasan | 4-6,4-6 |
| 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 |
| ITF - M15 Héraklion | 2019/11/14 09:00 | Yshai Oliel v Hampel, Lenny | 6-1,2-6,6-2 |
| ITF - M15 Héraklion | 2019/11/07 09:00 | Erler, Alexander v Hampel, Lenny | 6-3,6-4 |
| ITF - M15 Héraklion | 2019/11/06 12:55 | Ivanov, Simon Anthony v Hampel, Lenny | 6-7,0-6 |
| ITF M15 Cairo | 2019/09/27 08:00 | Roncalli, Simone v Hampel, Lenny | 6-2,6-4 |
| ITF M15 Cairo | 2019/09/26 08:00 | Hampel, Lenny v Alexander Weis | 7-5,6-4 |
| ITF M15 Cairo | 2019/09/25 08:00 | Hampel, Lenny v Nabatchikov, Daniil | 6-0,6-0 |
| ITF M15 Cairo | 2019/09/20 10:10 | Perchicot, Mathieu v Hampel, Lenny | 6-4,6-7,6-2 |
| ITF M15 Cairo | 2019/09/18 13:55 | Makhlouf, Sherif v Hampel, Lenny | 4-6,6-7 |