Estadio: Court 5 Round: 25 Ground: Clay
| ITF Turquía F12 | 2018/03/31 07:30 | Marko Miladinovic v Dimitar Kuzmanov | 5-7,6-3,6-2 |
| ITF Turquía F7 | 2018/02/21 12:35 | Marko Miladinovic v Dimitar Kuzmanov | 5-7,6-4,3-6 |
| ITF 15 Antalya | 2020/02/21 08:15 | Maxime Hamou v Marko Miladinovic | 7-5,7-5 |
| ITF 15 Antalya | 2020/02/20 07:00 | Luca Prevosto v Marko Miladinovic | 1-6,5-7 |
| ITF 15 Antalya | 2020/02/19 07:00 | Leyton Rivera v Marko Miladinovic | 3-6,2-6 |
| ITF 15 Antalya | 2019/12/22 07:00 | Marko Miladinovic v Mircea-Alexandru Jecan | 3-6,3-6 |
| ITF 15 Antalya | 2019/12/19 07:00 | Glenn Smits v Marko Miladinovic | 2-6,3-6 |
| ITF 15 Antalya | 2019/12/18 09:45 | Luca Castagnola v Marko Miladinovic | 4-6,5-7 |
| ITF 15 Antalya | 2019/12/13 06:30 | Luka Pavlovic v Marko Miladinovic | 1-6,6-1,6-4 |
| ITF 15 Antalya | 2019/11/05 08:35 | Simone Roncalli v Marko Miladinovic | 6-1,6-4 |
| Challenger de Coblenza | 2020/02/21 12:00 | Dimitar Kuzmanov v Tomas Machac | 4-6,4-6 |
| Challenger de Coblenza | 2020/02/20 14:00 | Dimitar Kuzmanov v Dustin Brown | 4-6,6-3,6-4 |
| Challenger de Coblenza | 2020/02/19 15:35 | Maxime Janvier v Dimitar Kuzmanov | 4-6,5-7 |
| Challenger de Coblenza | 2020/02/17 13:55 | Dimitar Kuzmanov v Vladyslav Orlov | 6-2,6-1 |
| Challenger de Cherbourg | 2020/02/09 11:00 | Dimitar Kuzmanov v Andrea Arnaboldi | 4-6,2-6 |
| ATP Cup | 2020/01/07 06:30 | Steve Darcis v Dimitar Kuzmanov | 0-6,3-6 |
| ATP Cup | 2020/01/04 23:00 | Dimitar Kuzmanov v Alexander Cozbinov | 6-1,7-5 |
| ATP Cup | 2020/01/03 07:55 | Cameron Norrie v Dimitar Kuzmanov | 6-2,3-6,6-2 |