Round: 1
| Eastern European Championship | 2020/06/17 12:00 | Dimitar Kuzmanov v Alexander Shevchenko | 6-4,6-1 |
| Eastern European Championship | 2020/06/16 14:40 | Blaz Rola v Dimitar Kuzmanov | 6-7,6-4,7-6 |
| Eastern European Championship | 2020/06/15 08:00 | Dimitar Kuzmanov v Hamad Medjedovic | 6-1,6-3 |
| Davis Cup | 2020/03/08 00:50 | Jesse Flores v Dimitar Kuzmanov | 4-6,3-6 |
| Davis Cup | 2020/03/07 00:00 | Julian Saborio v Dimitar Kuzmanov | 4-6,2-6 |
| ITF M25 Antalya | 2020/02/28 07:30 | Jonas Forejtek v Dimitar Kuzmanov | 6-4,3-6,7-5 |
| ITF M25 Antalya | 2020/02/27 08:25 | Nikolas Sanchez Izquierdo v Dimitar Kuzmanov | 1-6,4-6 |
| ITF M25 Antalya | 2020/02/26 12:25 | Marko Miladinovic v Dimitar Kuzmanov | 6-1,5-7,0-6 |
| Eastern European Championship | 2020/06/18 18:00 | Luka Pavlovic v Mirza Basic | 3-6,3-6 |
| Eastern European Championship | 2020/06/17 09:20 | Viktor Troicki v Luka Pavlovic | 6-7,3-6 |
| Eastern European Championship | 2020/06/16 08:00 | Luka Pavlovic v Boris Butulija | 6-3,6-1 |
| Eastern European Championship | 2020/06/15 08:00 | Ricardas Berankis v Luka Pavlovic | 6-3,6-1 |
| Adriatic Tennis Series | 2020/06/08 11:00 | Nemanja Malesevic v Luka Pavlovic | 6-7,6-2,6-1 |
| ITF M15 Antalya | 2020/02/19 10:30 | Luka Pavlovic v Dimitriy Voronin | 6-3,1-6,1-6 |
| ITF M15 Antalya | 2020/02/18 07:00 | Luka Pavlovic v Mariano Alberto Hasenkopf | 6-4,6-3 |
| ITF M15 Antalya | 2020/02/16 09:30 | Luka Pavlovic v Arjun Mahadevan | 6-1,2-6,12-10 |