Stadium: Court 7 ParkEzero Round: 44 Ground: Clay
| ITF M15 Varna | 2019/09/09 06:30 | Venci Ivanov v Nir Vodavoz | 2-6,3-6 |
| ITF - Sozopol M15 | 2019/05/06 12:00 | Vincentiu A Niculescu v Venci Ivanov | 7-5,6-2 |
| ITF Turkey F37 | 2018/11/19 11:20 | Yeongseok Jeong v Venci Ivanov | 6-2,6-1 |
| ITF Turkey F37 | 2018/11/19 06:30 | Venci Ivanov v Nabi Kustepe | 6-2,6-1 |
| ITF Turkey F36 | 2018/11/10 06:30 | Venci Ivanov v Mert Alkaya | 1-6,2-6 |
| ITF Bulgaria F1 | 2018/05/16 07:00 | Venci Ivanov v Vasil Kirkov | 1-6,2-6 |
| ITF Qatar F3 Qual | 2018/03/10 10:55 | Venci Ivanov v Kris Krawcewicz | 2-6,1-6 |
| ITF Qatar F2 Qual | 2018/03/03 08:00 | Sam Taylor v Venci Ivanov | 6-2,6-4 |
| ITF M15 Varna | 2019/09/12 07:00 | Martin Dimitrov v Nikita Mashtakov | 6-7,4-6 |
| ITF M15 Varna | 2019/09/11 07:00 | Francesco Bessire v Martin Dimitrov | 3-6,3-6 |
| ITF M15 Varna | 2019/09/09 10:00 | Tihomir Grozdanov v Martin Dimitrov | 4-6,5-7 |
| ITF M15 Targu Mures | 2019/08/06 09:35 | Vladislav Melnic v Martin Dimitrov | 6-4,6-1 |
| ITF M15 Targu Mures | 2019/08/05 08:00 | Robert Damian Savin v Martin Dimitrov | 3-6,1-6 |
| ITF M15 Chitila | 2019/07/30 12:20 | Christoffer Solberg v Martin Dimitrov | 6-4,1-6,11-9 |
| ITF M15 Chitila | 2019/07/30 06:30 | Doru Junior Borsan v Martin Dimitrov | 3-6,1-6 |
| ITF M15 Plovdiv | 2019/06/04 06:30 | Martin Dimitrov v Plamen Milushev | 6-0,5-7,9-11 |