Stadium: Court 5 Round: 25 Ground: Clay
| Bangkok II, Thailand | 2019/02/21 03:00 | Dimitar Kuzmanov v James Duckworth | 3-6,1-6 |
| Bangkok, Thaïlande | 2019/02/13 03:00 | Sugita, Yuichi v Dimitar Kuzmanov | 6-4,6-4 |
| Bangkok, Thaïlande | 2019/02/12 03:00 | Tyurnev, Evgeny v Dimitar Kuzmanov | 3-6,1-6 |
| Sofia, Bulgaria | 2019/02/05 16:00 | Haase, Robin v Dimitar Kuzmanov | 6-2,6-4 |
| Challenger Rennes | 2019/01/21 18:40 | Manuel Guinard v Dimitar Kuzmanov | 3-6,6-3,6-4 |
| ITF - M15 Bressuire | 2019/01/16 10:00 | Dimitar Kuzmanov v Dubrivnyy, Artem | 6-7,6-7 |
| Challenger - Buenos Aires | 2018/11/17 20:40 | Dimitar Kuzmanov v Pedro Cachin | 3-6,6-7 |
| Challenger - Buenos Aires | 2018/11/16 19:00 | Malla, Bastian v Dimitar Kuzmanov | 4-6,2-6 |
| ITF - M15 Antalya | 2019/02/14 09:45 | Paroulek, Tadeas v Apostol, Bogdan Ionut | 6-1,6-3 |
| ITF - M15 Antalya | 2019/02/12 07:00 | Apostol, Bogdan Ionut v Conner Huertas Del Pino | 6-2,6-4 |
| ITF - M15 Antalya | 2019/02/11 07:00 | Apostol, Bogdan Ionut v Daljev, Pavle | 6-2,6-7,10-3 |
| ITF - M15 Antalya | 2019/02/08 09:40 | Katic, Dejan v Apostol, Bogdan Ionut | 6-4,6-2 |
| ITF - M15 Antalya | 2019/02/05 08:30 | Kalovelonis, Markos v Apostol, Bogdan Ionut | 1-6,3-6 |
| ITF - M15 Antalya | 2019/02/03 07:00 | Kirill Kivattsev v Apostol, Bogdan Ionut | 7-6,7-6 |
| ITF - M15 Antalya | 2019/02/02 10:30 | Apostol, Bogdan Ionut v Juan Manuel Cerundolo | 6-3,6-3 |
| ITF - M15 Antalya | 2019/02/01 09:00 | Apostol, Bogdan Ionut v Sabanov, Ivan | 6-2,2-6,10-5 |