Stadium: Court 2 Hard Round: 44 Ground: Hardcourt outdoor
| ITF Turkey F27 | 2017/07/24 11:00 | Kapiris, Stamatis v Dimitrov, Martin | 6-2,1-6,4-6 |
| ITF - M15 Héraklion | 2019/11/17 07:30 | Davies, George v Kapiris, Stamatis | 3-6,6-3,6-10 |
| ITF - M15 Héraklion | 2019/11/10 07:30 | Rohrer, Niklas v Kapiris, Stamatis | 6-2,1-6,14-12 |
| ITF - M15 Héraklion | 2019/05/28 11:40 | Kapiris, Stamatis v Aidan Mchugh | 1-6,1-6 |
| ITF - M15 Héraklion | 2019/05/14 10:00 | Bothwell, Peter v Kapiris, Stamatis | 6-3,6-4 |
| ITF - M15 Héraklion | 2019/05/09 07:00 | Bothwell, Peter v Kapiris, Stamatis | 6-2,6-3 |
| ITF - M15 Héraklion | 2019/05/08 07:00 | Kapiris, Stamatis v Roumpis, Alexandros | 7-6,6-0 |
| ITF - M15 Héraklion | 2019/05/07 07:00 | Kapiris, Stamatis v Jack Gibbens | 6-4,7-5 |
| ITF Greece F7 | 2018/11/05 07:30 | Kapiris, Stamatis v Stefan Palosi | 2-6,3-6 |
| 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 |
| 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 |