Stadium: Court 22 Round: 62 Ground: Clay
| ITF M15 Heraklion | 2019/12/01 09:00 | Martin Dimitrov v Domagoj Biljesko | 3-6,1-6 |
| ITF M15 Heraklion | 2019/11/26 08:00 | Martin Dimitrov v Alex Martinez | 5-7,6-4,8-10 |
| ITF M15 Heraklion | 2019/11/25 09:00 | Alexander Lebedev v Martin Dimitrov | 1-6,6-7 |
| ITF M15 Heraklion | 2019/11/20 12:10 | Martin Dimitrov v Lenny Hampel | 1-6,1-6 |
| ITF M15 Heraklion | 2019/11/19 07:30 | Admir Kalender v Martin Dimitrov | 3-6,1-6 |
| ITF M15 Heraklion | 2019/11/18 08:00 | Stamatios Kapiris v Martin Dimitrov | 2-6,6-2,6-10 |
| 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 |