Stadium: Court 2
| Eastern European Championship | 2020/06/23 08:00 | Dimitar Kuzmanov v Tomislav Brkic | 6-3,6-4 |
| 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 |
| Eastern European Championship | 2020/07/16 16:00 | Matej Sabanov v Boris Butulija | 6-1,6-2 |
| Eastern European Championship | 2020/07/15 12:00 | Vladan Tadic v Boris Butulija | 3-6,6-1,3-6 |
| Eastern European Championship | 2020/07/14 16:00 | Alexandar Lazarov v Boris Butulija | 6-1,6-1 |
| Eastern European Championship | 2020/07/13 16:00 | Matias Zukas v Boris Butulija | 3-6,6-0,6-3 |
| Eastern European Championship | 2020/07/07 08:15 | Matias Zukas v Boris Butulija | 6-3,7-6 |
| Eastern European Championship | 2020/07/06 08:00 | Boris Butulija v Daniil Savelev | 7-6,6-0 |
| Eastern European Championship | 2020/06/24 10:00 | Laslo Djere v Boris Butulija | 6-1,6-2 |
| Eastern European Championship | 2020/06/23 09:20 | Boris Butulija v Aldin Setkic | 6-2,3-6,2-6 |