Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Sozopol | 2021/10/03 09:00 | S Mert Ozdemir v Mert Ramadan | 5-7,6-4,10-6 |
| ITF - M15 Antalya | 2021/06/28 06:30 | S Mert Ozdemir v Demetris Azoides | 5-7,5-7 |
| ITF - M15 Antalya | 2021/06/27 06:30 | Onder Balci v S Mert Ozdemir | 1-6,0-6 |
| ITF - M15 Antalya | 2021/06/20 07:00 | S Mert Ozdemir v Melnic, Vladislav | 1-6,2-6 |
| ITF - M15 Antalya | 2021/06/13 07:30 | Llanes, Francisco v S Mert Ozdemir | 6-1,6-2 |
| ITF - M15 Antalya | 2021/05/23 07:30 | Arda Azkara v S Mert Ozdemir | 7-5,6-4 |
| ITF - M15 Antalya | 2021/05/19 07:25 | S Mert Ozdemir v Luca Nardi | 0-6,1-6 |
| ITF - M15 Antalya | 2021/05/02 06:00 | S Mert Ozdemir v Daniil Glinka | 1-6,2-6 |
| ITF M15 Sozopol | 2021/10/03 10:30 | Cohen, Amit v Milushev, Plamen | 4-6,3-6 |
| ITF M15 Sozopol | 2021/09/15 07:00 | Milushev, Plamen v Tsivadze, George | 4-6,3-6 |
| ITF M15 Sozopol | 2021/09/14 07:00 | Milushev, Plamen v Samuil Konov | 6-4,6-3 |
| ITF M15 Sozopol | 2021/09/13 07:00 | Milushev, Plamen v Nikola Kolyachev | 6-4,6-3 |
| UTR Pro Tennis Series Sofia | 2021/08/30 08:30 | Milushev, Plamen v Dian Nedev | 4-6,2-5 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/18 09:00 | Yanaki Milev v Milushev, Plamen | 3-6,6-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/17 12:00 | Iliyan Radulov v Milushev, Plamen | 6-3,1-6,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/15 07:58 | Milushev, Plamen v Dmitrii Vasilev | 6-1,6-0 |