| 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 Prodanov, Denislav | 2-6,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/13 09:00 | Dian Nedev v Prodanov, Denislav | 6-7,4-5 |
| UTR Pro Tennis Series Pazardzhik | 2021/07/12 07:30 | Prodanov, Denislav v Ilya Snitari | 1-6,1-6 |
| ITF M15 Sofia | 2021/07/07 07:00 | Timo Legout v Prodanov, Denislav | 6-0,7-6 |
| ITF M15 Sofia | 2021/07/05 07:00 | Prodanov, Denislav v Turcu, Mihnea Lorin Stefan | 6-0,6-0 |
| ITF M15 Sofia | 2021/07/04 06:30 | Obrad Markovski v Prodanov, Denislav | 1-6,7-5,7-10 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/03 08:30 | Prodanov, Denislav v Faivre, Pierre | 0-6,1-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/02 10:00 | Jules Marie v Prodanov, Denislav | 6-1,6-0 |