| UTR Pro Tennis Series - Pazardzhik | 2021/07/14 06:00 | Petyr Kardzhiev v Ilya Snitari | 0-6,0-6 |
| UTR Pro Tennis Series - Pazardzhik | 2021/07/15 10:30 | Iliyan Radulov v Denislav Prodanov | 2-6,2-6 |
| UTR Pro Tennis Series - Pazardzhik | 2021/07/13 09:00 | Dian Nedev v Denislav Prodanov | 6-7,4-5 |
| UTR Pro Tennis Series - Pazardzhik | 2021/07/12 07:30 | Denislav Prodanov v Ilya Snitari | 1-6,1-6 |
| ITF M15 Sofía | 2021/07/07 07:00 | Timo Legout v Denislav Prodanov | 6-0,7-6 |
| ITF M15 Sofía | 2021/07/05 07:00 | Denislav Prodanov v Mihnea L.S. Turcu | 6-0,6-0 |
| ITF M15 Sofía | 2021/07/04 06:30 | Obrad Markovski v Denislav Prodanov | 1-6,7-5,7-10 |
| UTR Pro Tennis Series - Pazardzhik | 2021/04/03 08:30 | Denislav Prodanov v Pierre Faivre | 0-6,1-6 |
| UTR Pro Tennis Series - Pazardzhik | 2021/04/02 10:00 | Jules Marie v Denislav Prodanov | 6-1,6-0 |