Stadium: Court 2 Hard Round: 44 Ground: Hardcourt outdoor
| ITF Turkey F27 | 2017/07/24 11:00 | Stamatios Kapiris v Martin Dimitrov | 6-2,1-6,4-6 |
| ITF M15 Heraklion | 2019/11/17 07:30 | George Davies v Stamatios Kapiris | 3-6,6-3,6-10 |
| ITF M15 Heraklion | 2019/11/10 07:30 | Niklas Rohrer v Stamatios Kapiris | 6-2,1-6,14-12 |
| ITF M15 Heraklion | 2019/05/28 11:40 | Stamatios Kapiris v Aidan Mchugh | 1-6,1-6 |
| ITF M15 Heraklion | 2019/05/14 10:00 | Peter Bothwell v Stamatios Kapiris | 6-3,6-4 |
| ITF M15 Heraklion | 2019/05/09 07:00 | Peter Bothwell v Stamatios Kapiris | 6-2,6-3 |
| ITF M15 Heraklion | 2019/05/08 07:00 | Stamatios Kapiris v Alexandros Roumpis | 7-6,6-0 |
| ITF M15 Heraklion | 2019/05/07 07:00 | Stamatios Kapiris v Jack Gibbens | 6-4,7-5 |
| ITF Greece F7 | 2018/11/05 07:30 | Stamatios Kapiris v Stefan Palosi | 2-6,3-6 |
| ITF M15 Heraklion | 2019/11/17 07:30 | Martin Dimitrov v Nicolas Uryson | 6-3,6-3 |
| ITF M15 Heraklion | 2019/11/11 08:00 | Martin Dimitrov v Filippo Moroni | 4-6,4-6 |
| ITF M15 Heraklion | 2019/11/10 07:30 | Martin Dimitrov v Grigoriy Korobeynikov | 6-3,6-4 |
| ITF M15 Heraklion | 2019/11/04 09:30 | Martin Dimitrov v Hasan Ibrahim | 4-6,4-6 |
| ITF M15 Heraklion | 2019/11/03 10:00 | Lior Goldenberg v Martin Dimitrov | 7-6,2-6,6-10 |
| 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 |